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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (17) Show 17 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014413

Secondary Accession Numbers

HMDB14413

Metabolite Identification

Common Name

Ropinirole

Description

Ropinirole, also known as ropitor or requip, belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole. This usually leads to constant dosage increases in an attempt to offset the symptom progression. A 52-week open label study had a mean dosage of 1.90 mg, once daily 1 to 3 hours before bedtime. Ropinirole is a drug which is used for the treatment of the signs and symptoms of parkinson's disease and for the treatment of primary moderate-severe restless legs syndrome [fda label]. Ropinirole is a very strong basic compound (based on its pKa). Ropinirole is a potentially toxic compound. In 2016 it was the 111th most prescribed medication in the United States with more than 6 million prescriptions. For Parkinson's disease, the maximum recommended dose is 24 mg per day, taken in three separate doses spread throughout the day.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014413
     RDKit          3D
Ropinirole
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5384    2.4915    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    1.1301   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.2510   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.0012   -0.4112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -0.9579    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -2.2708    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -2.8909   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    0.1847   -0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    0.6551    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8888    0.8777    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889    2.1595   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    2.4622   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    1.4078   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    0.0796   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -0.1645    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -1.6093    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -2.2011   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2563   -3.4548   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8649   -1.1436   -0.3336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229    2.3731    0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    2.9533   -0.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813    3.1705    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2754    0.4219    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    0.8156   -1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.9514   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1602    1.7324    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.1979    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -0.5780    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1735   -2.1574    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -2.9666    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -3.7359   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8773   -2.1351   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -3.2644   -0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    0.9103   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211   -0.7783   -1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2980    0.0129    1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    1.6533    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6796    2.9709    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084    3.5092   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.5646   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -2.0470   -0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -1.9350    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.2490   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 10  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
M  END

268
  Mrv0541 02231214332D          

 19 20  0  0  0  0            999 V2000
    6.5951   -1.6938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.1938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -2.3577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2886   -1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701   -1.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  9  2  0  0  0  0
  6 14  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 12 18  1  0  0  0  0
 13 19  1  0  0  0  0
 14 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014413

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H24N2O/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15/h5-7H,3-4,8-12H2,1-2H3,(H,17,19)

> <INCHI_KEY>
UHSKFQJFRQCDBE-UHFFFAOYSA-N

> <FORMULA>
C16H24N2O

> <MOLECULAR_WEIGHT>
260.3746

> <EXACT_MASS>
260.1888634

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
31.19349866501594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(dipropylamino)ethyl]-2,3-dihydro-1H-indol-2-one

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.0607688583333332

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.550650015545543

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.235697578459842

> <JCHEM_PKA_STRONGEST_BASIC>
10.172217699351425

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
81.4278

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ropinirole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014413
     RDKit          3D
Ropinirole
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5384    2.4915    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    1.1301   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.2510   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.0012   -0.4112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -0.9579    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -2.2708    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -2.8909   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    0.1847   -0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    0.6551    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8888    0.8777    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889    2.1595   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    2.4622   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    1.4078   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    0.0796   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -0.1645    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -1.6093    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -2.2011   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2563   -3.4548   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8649   -1.1436   -0.3336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229    2.3731    0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    2.9533   -0.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813    3.1705    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2754    0.4219    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    0.8156   -1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.9514   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1602    1.7324    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.1979    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -0.5780    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1735   -2.1574    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -2.9666    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -3.7359   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8773   -2.1351   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -3.2644   -0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    0.9103   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211   -0.7783   -1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2980    0.0129    1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    1.6533    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6796    2.9709    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084    3.5092   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.5646   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -2.0470   -0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -1.9350    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.2490   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 10  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 268                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      12.311  -3.162   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       5.748   2.228   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.872  -4.401   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.748   0.688   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.081  -0.082   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081  -1.622   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   2.998   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414   2.998   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415  -2.392   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.872  -1.922   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415  -3.932   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081   4.538   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   4.538   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.748  -2.392   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.771  -3.162   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -4.702   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.748  -3.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.415   5.308   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080   5.308   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2    4    7    8                                                  
CONECT    3   11   15                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9   14                                                  
CONECT    7    2   12                                                       
CONECT    8    2   13                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9   15                                                       
CONECT   11    3    9   16                                                  
CONECT   12    7   18                                                       
CONECT   13    8   19                                                       
CONECT   14    6   17                                                       
CONECT   15    1    3   10                                                  
CONECT   16   11   17                                                       
CONECT   17   14   16                                                       
CONECT   18   12                                                            
CONECT   19   13                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0014413
HETATM    1  C1  UNL     1      -4.538   2.491   0.028  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.931   1.130  -0.232  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.434   1.251  -0.162  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.753  -0.001  -0.411  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.971  -0.958   0.644  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.273  -2.271   0.384  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.772  -2.891  -0.887  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.356   0.185  -0.717  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.455   0.655   0.436  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.889   0.878   0.143  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.389   2.159  -0.018  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.690   2.462  -0.287  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.563   1.408  -0.405  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.141   0.080  -0.257  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.818  -0.165   0.014  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.630  -1.609   0.125  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.959  -2.201  -0.101  1.00  0.00           C  
HETATM   18  O1  UNL     1       4.256  -3.455  -0.091  1.00  0.00           O  
HETATM   19  N2  UNL     1       4.865  -1.144  -0.334  1.00  0.00           N  
HETATM   20  H1  UNL     1      -5.423   2.373   0.691  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.790   2.953  -0.940  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.781   3.171   0.501  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.275   0.422   0.554  1.00  0.00           H  
HETATM   24  H5  UNL     1      -4.253   0.816  -1.244  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.131   1.951  -0.972  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.160   1.732   0.788  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.063  -1.198   0.667  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.630  -0.578   1.622  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.173  -2.157   0.406  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.507  -2.967   1.223  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.161  -3.736  -1.235  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.877  -2.135  -1.664  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.811  -3.264  -0.658  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.271   0.910  -1.546  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.021  -0.778  -1.098  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.298   0.013   1.327  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.020   1.653   0.739  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.680   2.971   0.079  1.00  0.00           H  
HETATM   39  H20 UNL     1       4.008   3.509  -0.400  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.601   1.565  -0.616  1.00  0.00           H  
HETATM   41  H22 UNL     1       1.965  -2.047  -0.655  1.00  0.00           H  
HETATM   42  H23 UNL     1       2.201  -1.935   1.103  1.00  0.00           H  
HETATM   43  H24 UNL     1       5.889  -1.249  -0.527  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5    8
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7   31   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   11   15
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   19
CONECT   15   16
CONECT   16   17   41   42
CONECT   17   18   18   19
CONECT   19   43
END

HMDB0014413
     RDKit          3D
Ropinirole
 43 44  0  0  0  0  0  0  0  0999 V2000
   -4.5384    2.4915    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9312    1.1301   -0.2316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4337    1.2510   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7532   -0.0012   -0.4112 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9709   -0.9579    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -2.2708    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7716   -2.8909   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    0.1847   -0.7170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    0.6551    0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8888    0.8777    0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3889    2.1595   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    2.4622   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    1.4078   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412    0.0796   -0.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -0.1645    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -1.6093    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592   -2.2011   -0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2563   -3.4548   -0.0915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8649   -1.1436   -0.3336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4229    2.3731    0.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    2.9533   -0.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7813    3.1705    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2754    0.4219    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2533    0.8156   -1.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.9514   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1602    1.7324    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0629   -1.1979    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6302   -0.5780    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1735   -2.1574    0.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072   -2.9666    1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609   -3.7359   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8773   -2.1351   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114   -3.2644   -0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2715    0.9103   -1.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211   -0.7783   -1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2980    0.0129    1.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    1.6533    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6796    2.9709    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0084    3.5092   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.5646   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -2.0470   -0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -1.9350    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8892   -1.2490   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 10  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 19 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ropinirol	ChEBI
Ropinirolum	ChEBI
Ropitor	Kegg
4-(2-(Di-N-propylamino)ethyl)-2(3H)-indolone	HMDB
GlaxoSmithKline brand OF ropinirole hydrochloride	HMDB
Requip	HMDB
SK And F-101,468	HMDB
SmithKline beecham brand OF ropinirole hydrochloride	HMDB
Ropinirole hydrochloride	HMDB
SK And F 101468	HMDB

Chemical Formula

C₁₆H₂₄N₂O

Average Molecular Weight

260.3746

Monoisotopic Molecular Weight

260.1888634

IUPAC Name

4-[2-(dipropylamino)ethyl]-2,3-dihydro-1H-indol-2-one

Traditional Name

ropinirole

CAS Registry Number

91374-21-9

SMILES

CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1

InChI Identifier

InChI=1S/C16H24N2O/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15/h5-7H,3-4,8-12H2,1-2H3,(H,17,19)

InChI Key

UHSKFQJFRQCDBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolines. Indolines are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolines

Direct Parent

Indolines

Alternative Parents

Substituents

Dihydroindole
Phenethylamine
Aralkylamine
Benzenoid
Amino acid or derivatives
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary amine (CHEBI:8888 )
indolones (CHEBI:8888 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0014413)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antiparkinson drug (HMDB: HMDB0014413)
Central nervous system drug (HMDB: HMDB0014413)

Dopamine agonist (HMDB: HMDB0014413)
Antidyskinesia agent (HMDB: HMDB0014413)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	243 - 250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.35 g/L	Not Available
LogP	2.3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	163.8	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.35 g/L	ALOGPS
logP	3.16	ALOGPS
logP	3.06	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.24	ChemAxon
pKa (Strongest Basic)	10.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	81.43 m³·mol⁻¹	ChemAxon
Polarizability	31.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.103	31661259
DarkChem	[M-H]-	159.066	31661259
DeepCCS	[M+H]+	163.876	30932474
DeepCCS	[M-H]-	161.518	30932474
DeepCCS	[M-2H]-	194.404	30932474
DeepCCS	[M+Na]+	169.969	30932474
AllCCS	[M+H]+	163.5	32859911
AllCCS	[M+H-H2O]+	160.1	32859911
AllCCS	[M+NH4]+	166.6	32859911
AllCCS	[M+Na]+	167.5	32859911
AllCCS	[M-H]-	167.4	32859911
AllCCS	[M+Na-2H]-	167.8	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.62 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9146 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1003.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	191.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	147.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	58.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	298.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	397.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	342.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	702.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	229.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1104.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	212.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	428.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	24.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ropinirole	CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1	3263.9	Standard polar	33892256
Ropinirole	CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1	2318.1	Standard non polar	33892256
Ropinirole	CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1	2339.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ropinirole,1TMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C	2125.4	Semi standard non polar	33892256
Ropinirole,1TMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C	2228.8	Standard non polar	33892256
Ropinirole,1TMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C	2626.6	Standard polar	33892256
Ropinirole,1TBDMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C(C)(C)C	2344.3	Semi standard non polar	33892256
Ropinirole,1TBDMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C(C)(C)C	2487.1	Standard non polar	33892256
Ropinirole,1TBDMS,isomer #1	CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2[Si](C)(C)C(C)(C)C	2713.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ropinirole GC-MS (Non-derivatized) - 70eV, Positive	splash10-03kd-8950000000-65ad14635cd7e9f25153	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ropinirole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ropinirole 50V, Positive-QTOF	splash10-001i-0900000000-fd0720d43d850f7b4112	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ropinirole 30V, Positive-QTOF	splash10-03e9-0900000000-0cffe19378ee7388c9b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ropinirole 40V, Positive-QTOF	splash10-001i-0900000000-7b58f2b7d78649e5141a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ropinirole 20V, Positive-QTOF	splash10-03di-0390000000-844dec8f945ae2bdddcd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ropinirole 10V, Positive-QTOF	splash10-03di-0090000000-8c7df92a90c013ff6e26	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 10V, Positive-QTOF	splash10-03di-0190000000-7e072cf65f341641938c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 20V, Positive-QTOF	splash10-03di-3960000000-47d2311adfeeacf4062d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 40V, Positive-QTOF	splash10-0006-7900000000-0891c66db163729a5360	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 10V, Negative-QTOF	splash10-0a4i-0090000000-88c0fa3d93090a0d06c6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 20V, Negative-QTOF	splash10-0pb9-3590000000-8fb5fc766313ee6bbd9e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 40V, Negative-QTOF	splash10-0k96-9400000000-f1b50dacd59a9bfe90b7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 10V, Positive-QTOF	splash10-03di-0190000000-bfa59f1f4dd92796c2f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 20V, Positive-QTOF	splash10-03di-1970000000-134d3ee14c868165c82d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 40V, Positive-QTOF	splash10-01pp-7900000000-2459901fcec4348b7dbc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 10V, Negative-QTOF	splash10-0a4i-0090000000-7c4aa654b272455d2904	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 20V, Negative-QTOF	splash10-0a4i-0590000000-4395944c67ba02f5a73b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropinirole 40V, Negative-QTOF	splash10-053r-2900000000-2cb3b5572e758c0d2eb0	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00268	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00268	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00268

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4916

KEGG Compound ID

C07564

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ropinirole

METLIN ID

Not Available

PubChem Compound

5095

PDB ID

Not Available

ChEBI ID

8888

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

5. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

6. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
de Mey C, Enterling D, Meineke I, Yeulet S: Interactions between domperidone and ropinirole, a novel dopamine D2-receptor agonist. Br J Clin Pharmacol. 1991 Oct;32(4):483-8. [PubMed:1683559 ]
Iida M, Miyazaki I, Tanaka K, Kabuto H, Iwata-Ichikawa E, Ogawa N: Dopamine D2 receptor-mediated antioxidant and neuroprotective effects of ropinirole, a dopamine agonist. Brain Res. 1999 Aug 14;838(1-2):51-9. [PubMed:10446316 ]
Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]
Lam YW: Clinical pharmacology of dopamine agonists. Pharmacotherapy. 2000 Jan;20(1 Pt 2):17S-25S. [PubMed:10641988 ]
Matsukawa N, Maki M, Yasuhara T, Hara K, Yu G, Xu L, Kim KM, Morgan JC, Sethi KD, Borlongan CV: Overexpression of D2/D3 receptors increases efficacy of ropinirole in chronically 6-OHDA-lesioned Parkinsonian rats. Brain Res. 2007 Jul 30;1160:113-23. Epub 2007 May 26. [PubMed:17573046 ]

Enzyme Details

7. 5-hydroxytryptamine receptor 2B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. This receptor mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system
Gene Name:: HTR2B
Uniprot ID:: P41595
Molecular weight:: 54297.4

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

8. 5-hydroxytryptamine receptor 1B

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1B
Uniprot ID:: P28222
Molecular weight:: 43567.5

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

9. D(4) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD4
Uniprot ID:: P21917
Molecular weight:: 48359.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Enzyme Details

10. 5-hydroxytryptamine receptor 1A

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the several different receptors for 5- hydroxytryptamine (serotonin), a biogenic hormone that functions as a neurotransmitter, a hormone, and a mitogen. The activity of this receptor is mediated by G proteins that inhibit adenylate cyclase activity
Gene Name:: HTR1A
Uniprot ID:: P08908
Molecular weight:: 46106.3

References

Kvernmo T, Houben J, Sylte I: Receptor-binding and pharmacokinetic properties of dopaminergic agonists. Curr Top Med Chem. 2008;8(12):1049-67. [PubMed:18691132 ]

Only showing the first 10 proteins. There are 17 proteins in total.

Show all enzymes and transporters

Showing metabocard for Ropinirole (HMDB0014413)

MOL for HMDB0014413 (Ropinirole)

3D MOL for HMDB0014413 (Ropinirole)

3D SDF for HMDB0014413 (Ropinirole)

3D-SDF for HMDB0014413 (Ropinirole)

PDB for HMDB0014413 (Ropinirole)

3D PDB for HMDB0014413 (Ropinirole)

SMILES for HMDB0014413 (Ropinirole)

INCHI for HMDB0014413 (Ropinirole)

Structure for HMDB0014413 (Ropinirole)

3D Structure for HMDB0014413 (Ropinirole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

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