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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:04 UTC

HMDB ID

HMDB0015669

Secondary Accession Numbers

HMDB15669

Metabolite Identification

Common Name

Drotaverine

Description

Drotaverine, also known as nospan or drotin, belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. Drotaverine is a drug which is used in the treatment of functional bowel disorders and alleviating pain in renal colic. Drotaverine is a very strong basic compound (based on its pKa). Drotaverine inhibits phosphodiesterases hydrolysing cAMP, thereby increasing cAMP concentration, decreasing Ca uptake of the cells and changing the distribution of calcium among the cells.

Structure

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

1712095
  Mrv0541 02241213012D          

 29 31  0  0  0  0            999 V2000
    3.0788    2.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    0.8432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3502   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7885   -1.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    1.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    2.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    2.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    0.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    2.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500   -0.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6597   -0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6502   -1.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3788   -0.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0790   -1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0885   -0.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    3.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6311   -2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5077   -1.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215   -3.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2174   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 20  1  0  0  0  0
  2 14  1  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 26  1  0  0  0  0
  4 22  1  0  0  0  0
  4 27  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  2  0  0  0  0
 10 15  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 22  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END

HMDB0015669
     RDKit          3D
Drotaverine
 60 62  0  0  0  0  0  0  0  0999 V2000
   -6.1043   -3.1963   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.0109   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103   -0.7949   -0.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5430   -0.5629   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095   -1.5085   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.1746   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    0.0582   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181    0.3463   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -0.5231    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -1.7533    0.7690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.9271    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9934   -2.5312    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061   -1.2925    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0820    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    0.0512    0.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9145    0.2491    0.7508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8574   -0.5933    1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692   -1.9426    0.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    1.0140    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    2.1646   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796    3.2015   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6076    4.3292   -1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4087    0.8382   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -0.3162    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192    0.9568   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    0.7101   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1447    1.6279    0.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    2.9142    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0753    3.6969    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7182   -4.0033   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9867   -3.6464    0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.9783    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2330   -2.1619   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5950   -1.8577   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322   -2.4693   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -1.9195   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    1.2844   -0.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -1.7671    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.1898   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -3.7176    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2889    2.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -3.3847    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763   -1.8522    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8579   -0.0963    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6186   -0.6745    2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2468   -2.1227   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7897   -2.7178    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0124   -2.1437    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043    2.7852   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470    3.6218   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    4.6756   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    5.1766   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802    4.0688   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492    1.6063   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    1.9339    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.7869    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    3.4661    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8247    4.6324    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5096    3.9524   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7938    3.0528    1.4766 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 26  4  1  0
 24  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
M  END

1712095
  Mrv0541 02241213012D          

 29 31  0  0  0  0            999 V2000
    3.0788    2.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    0.8432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3502   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7885   -1.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    1.2385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    2.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2221    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    2.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    0.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    2.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    2.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9500   -0.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6597   -0.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6502   -1.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3788   -0.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3597   -1.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    1.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0790   -1.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0885   -0.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    3.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6311   -2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5077   -1.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215   -3.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2174   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 20  1  0  0  0  0
  2 14  1  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 26  1  0  0  0  0
  4 22  1  0  0  0  0
  4 27  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  2  0  0  0  0
 10 15  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 22  2  0  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015669

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=C(OCC)C=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H31NO4/c1-5-26-21-10-9-17(14-22(21)27-6-2)13-20-19-16-24(29-8-4)23(28-7-3)15-18(19)11-12-25-20/h9-10,13-16,25H,5-8,11-12H2,1-4H3/b20-13-

> <INCHI_KEY>
OMFNSKIUKYOYRG-MOSHPQCFSA-N

> <FORMULA>
C24H31NO4

> <MOLECULAR_WEIGHT>
397.5072

> <EXACT_MASS>
397.225308485

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
46.99170843149324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z)-1-[(3,4-diethoxyphenyl)methylidene]-6,7-diethoxy-1,2,3,4-tetrahydroisoquinoline

> <ALOGPS_LOGP>
5.35

> <JCHEM_LOGP>
4.191374697333334

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.395357398686506

> <JCHEM_POLAR_SURFACE_AREA>
48.95

> <JCHEM_REFRACTIVITY>
117.99400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
drotaverine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015669
     RDKit          3D
Drotaverine
 60 62  0  0  0  0  0  0  0  0999 V2000
   -6.1043   -3.1963   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.0109   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103   -0.7949   -0.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5430   -0.5629   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095   -1.5085   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.1746   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    0.0582   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181    0.3463   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -0.5231    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -1.7533    0.7690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.9271    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9934   -2.5312    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061   -1.2925    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0820    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    0.0512    0.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9145    0.2491    0.7508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8574   -0.5933    1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692   -1.9426    0.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    1.0140    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    2.1646   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796    3.2015   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6076    4.3292   -1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4087    0.8382   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -0.3162    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192    0.9568   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    0.7101   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1447    1.6279    0.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    2.9142    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0753    3.6969    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7182   -4.0033   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9867   -3.6464    0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.9783    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2330   -2.1619   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5950   -1.8577   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322   -2.4693   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -1.9195   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    1.2844   -0.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -1.7671    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.1898   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -3.7176    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2889    2.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -3.3847    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763   -1.8522    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8579   -0.0963    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6186   -0.6745    2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2468   -2.1227   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7897   -2.7178    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0124   -2.1437    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043    2.7852   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470    3.6218   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    4.6756   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    5.1766   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802    4.0688   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492    1.6063   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    1.9339    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.7869    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    3.4661    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8247    4.6324    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5096    3.9524   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7938    3.0528    1.4766 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 26  4  1  0
 24  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1712095                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       5.747   4.654   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       5.747   1.574   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.720  -4.669   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      16.405  -3.161   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      12.520   2.312   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      11.125   4.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748   3.884   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748   2.344   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.520   3.916   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.125   1.521   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.414   4.654   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.414   1.574   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081   3.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   2.344   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.107  -0.019   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.431  -0.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.414  -2.344   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.774  -0.050   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.738  -3.130   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747   6.194   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.414   2.344   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.081  -2.375   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.099  -0.835   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414   6.964   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080   1.574   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.378  -5.424   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.748  -2.406   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.360  -6.964   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      19.072  -3.191   0.000  0.00  0.00           C+0
CONECT    1   13   20                                                       
CONECT    2   14   21                                                       
CONECT    3   19   26                                                       
CONECT    4   22   27                                                       
CONECT    5    9   10                                                       
CONECT    6    7    9                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7   10   12                                                  
CONECT    9    5    6                                                       
CONECT   10    5    8   15                                                  
CONECT   11    7   13                                                       
CONECT   12    8   14                                                       
CONECT   13    1   11   14                                                  
CONECT   14    2   12   13                                                  
CONECT   15   10   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19                                                       
CONECT   18   16   23                                                       
CONECT   19    3   17   22                                                  
CONECT   20    1   24                                                       
CONECT   21    2   25                                                       
CONECT   22    4   19   23                                                  
CONECT   23   18   22                                                       
CONECT   24   20                                                            
CONECT   25   21                                                            
CONECT   26    3   28                                                       
CONECT   27    4   29                                                       
CONECT   28   26                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0015669
HETATM    1  C1  UNL     1      -6.104  -3.196  -0.263  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.476  -2.011  -1.101  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.910  -0.795  -0.679  1.00  0.00           O  
HETATM    4  C3  UNL     1      -4.543  -0.563  -0.613  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.610  -1.509  -0.966  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.259  -1.175  -0.863  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.851   0.058  -0.423  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.418   0.346  -0.325  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.390  -0.523   0.242  1.00  0.00           C  
HETATM   10  N1  UNL     1      -0.128  -1.753   0.769  1.00  0.00           N  
HETATM   11  C9  UNL     1       0.759  -2.927   0.719  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.993  -2.531   1.503  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.606  -1.293   0.984  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.970  -1.082   1.099  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.563   0.051   0.631  1.00  0.00           C  
HETATM   16  O2  UNL     1       5.914   0.249   0.751  1.00  0.00           O  
HETATM   17  C14 UNL     1       6.857  -0.593   1.322  1.00  0.00           C  
HETATM   18  C15 UNL     1       6.969  -1.943   0.677  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.778   1.014   0.024  1.00  0.00           C  
HETATM   20  O3  UNL     1       4.378   2.165  -0.453  1.00  0.00           O  
HETATM   21  C17 UNL     1       3.680   3.201  -1.086  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.608   4.329  -1.497  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.409   0.838  -0.109  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.844  -0.316   0.375  1.00  0.00           C  
HETATM   25  C21 UNL     1      -2.819   0.957  -0.086  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.163   0.710  -0.158  1.00  0.00           C  
HETATM   27  O4  UNL     1      -5.145   1.628   0.186  1.00  0.00           O  
HETATM   28  C23 UNL     1      -4.807   2.914   0.649  1.00  0.00           C  
HETATM   29  C24 UNL     1      -6.075   3.697   0.951  1.00  0.00           C  
HETATM   30  H1  UNL     1      -5.718  -4.003  -0.917  1.00  0.00           H  
HETATM   31  H2  UNL     1      -6.987  -3.646   0.252  1.00  0.00           H  
HETATM   32  H3  UNL     1      -5.357  -2.978   0.529  1.00  0.00           H  
HETATM   33  H4  UNL     1      -6.233  -2.162  -2.172  1.00  0.00           H  
HETATM   34  H5  UNL     1      -7.595  -1.858  -1.060  1.00  0.00           H  
HETATM   35  H6  UNL     1      -3.932  -2.469  -1.312  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.519  -1.919  -1.149  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.019   1.284  -0.723  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.083  -1.767   1.165  1.00  0.00           H  
HETATM   39  H10 UNL     1       0.977  -3.190  -0.323  1.00  0.00           H  
HETATM   40  H11 UNL     1       0.249  -3.718   1.298  1.00  0.00           H  
HETATM   41  H12 UNL     1       1.625  -2.289   2.542  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.677  -3.385   1.508  1.00  0.00           H  
HETATM   43  H14 UNL     1       4.576  -1.852   1.583  1.00  0.00           H  
HETATM   44  H15 UNL     1       7.858  -0.096   1.261  1.00  0.00           H  
HETATM   45  H16 UNL     1       6.619  -0.674   2.407  1.00  0.00           H  
HETATM   46  H17 UNL     1       6.247  -2.123  -0.119  1.00  0.00           H  
HETATM   47  H18 UNL     1       6.790  -2.718   1.478  1.00  0.00           H  
HETATM   48  H19 UNL     1       8.012  -2.144   0.346  1.00  0.00           H  
HETATM   49  H20 UNL     1       3.204   2.785  -2.001  1.00  0.00           H  
HETATM   50  H21 UNL     1       2.947   3.622  -0.370  1.00  0.00           H  
HETATM   51  H22 UNL     1       5.202   4.676  -0.611  1.00  0.00           H  
HETATM   52  H23 UNL     1       3.966   5.177  -1.814  1.00  0.00           H  
HETATM   53  H24 UNL     1       5.280   4.069  -2.313  1.00  0.00           H  
HETATM   54  H25 UNL     1       1.849   1.606  -0.583  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.503   1.934   0.261  1.00  0.00           H  
HETATM   56  H27 UNL     1      -4.304   2.787   1.649  1.00  0.00           H  
HETATM   57  H28 UNL     1      -4.109   3.466   0.023  1.00  0.00           H  
HETATM   58  H29 UNL     1      -5.825   4.632   1.472  1.00  0.00           H  
HETATM   59  H30 UNL     1      -6.510   3.952  -0.051  1.00  0.00           H  
HETATM   60  H31 UNL     1      -6.794   3.053   1.477  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4
CONECT    4    5    5   26
CONECT    5    6   35
CONECT    6    7    7   36
CONECT    7    8   25
CONECT    8    9    9   37
CONECT    9   10   24
CONECT   10   11   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   14   24
CONECT   14   15   43
CONECT   15   16   19   19
CONECT   16   17
CONECT   17   18   44   45
CONECT   18   46   47   48
CONECT   19   20   23
CONECT   20   21
CONECT   21   22   49   50
CONECT   22   51   52   53
CONECT   23   24   24   54
CONECT   25   26   26   55
CONECT   26   27
CONECT   27   28
CONECT   28   29   56   57
CONECT   29   58   59   60
END

HMDB0015669
     RDKit          3D
Drotaverine
 60 62  0  0  0  0  0  0  0  0999 V2000
   -6.1043   -3.1963   -0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4763   -2.0109   -1.1009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9103   -0.7949   -0.6789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5430   -0.5629   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6095   -1.5085   -0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2592   -1.1746   -0.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    0.0582   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4181    0.3463   -0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -0.5231    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -1.7533    0.7690 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593   -2.9271    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9934   -2.5312    1.5035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061   -1.2925    0.9837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -1.0820    1.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5628    0.0512    0.6306 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9145    0.2491    0.7508 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8574   -0.5933    1.3218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692   -1.9426    0.6772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779    1.0140    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3781    2.1646   -0.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6796    3.2015   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6076    4.3292   -1.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4087    0.8382   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8436   -0.3162    0.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8192    0.9568   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1635    0.7101   -0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1447    1.6279    0.1861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    2.9142    0.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0753    3.6969    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7182   -4.0033   -0.9165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9867   -3.6464    0.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3569   -2.9783    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2330   -2.1619   -2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5950   -1.8577   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9322   -2.4693   -1.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -1.9195   -1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190    1.2844   -0.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0832   -1.7671    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -3.1898   -0.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2493   -3.7176    1.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2889    2.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -3.3847    1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763   -1.8522    1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8579   -0.0963    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6186   -0.6745    2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2468   -2.1227   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7897   -2.7178    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0124   -2.1437    0.3457 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043    2.7852   -2.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9470    3.6218   -0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2023    4.6756   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    5.1766   -1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2802    4.0688   -2.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8492    1.6063   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032    1.9339    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036    2.7869    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1092    3.4661    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8247    4.6324    1.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5096    3.9524   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7938    3.0528    1.4766 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 26  4  1  0
 24  9  1  0
 24 13  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  0
  6 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 25 55  1  0
 28 56  1  0
 28 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Drotin	Kegg
Drotaverin	HMDB
Nospan	HMDB
Isodihydroperparine	HMDB
NO-Shpa	HMDB
Dihydroisoperparine	HMDB
Drotaverin hydrochloride	HMDB
NO-Spa	HMDB
Nospanum	HMDB

Chemical Formula

C₂₄H₃₁NO₄

Average Molecular Weight

397.5072

Monoisotopic Molecular Weight

397.225308485

IUPAC Name

(1Z)-1-[(3,4-diethoxyphenyl)methylidene]-6,7-diethoxy-1,2,3,4-tetrahydroisoquinoline

Traditional Name

drotaverine

CAS Registry Number

985-12-6

SMILES

CCOC1=C(OCC)C=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1

InChI Identifier

InChI=1S/C24H31NO4/c1-5-26-21-10-9-17(14-22(21)27-6-2)13-20-19-16-24(29-8-4)23(28-7-3)15-18(19)11-12-25-20/h9-10,13-16,25H,5-8,11-12H2,1-4H3/b20-13-

InChI Key

OMFNSKIUKYOYRG-MOSHPQCFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Tetrahydroisoquinoline
Phenoxy compound
Phenol ether
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Secondary aliphatic amine
Enamine
Ether
Secondary amine
Azacycle
Organonitrogen compound
Amine
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015669)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	5.35	ALOGPS
logP	4.19	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	7.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	48.95 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.99 m³·mol⁻¹	ChemAxon
Polarizability	46.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	232.031	30932474
DeepCCS	[M+Na]+	207.259	30932474
AllCCS	[M+H]+	198.3	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.5	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	202.8	32859911
AllCCS	[M+HCOO]-	203.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Drotaverine	CCOC1=C(OCC)C=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1	4341.5	Standard polar	33892256
Drotaverine	CCOC1=C(OCC)C=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1	3164.1	Standard non polar	33892256
Drotaverine	CCOC1=C(OCC)C=C(\C=C2/NCCC3=CC(OCC)=C(OCC)C=C23)C=C1	3420.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Drotaverine,1TMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C)C=C1OCC	3195.7	Semi standard non polar	33892256
Drotaverine,1TMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C)C=C1OCC	3180.5	Standard non polar	33892256
Drotaverine,1TMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C)C=C1OCC	3934.3	Standard polar	33892256
Drotaverine,1TBDMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C(C)(C)C)C=C1OCC	3342.9	Semi standard non polar	33892256
Drotaverine,1TBDMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C(C)(C)C)C=C1OCC	3356.3	Standard non polar	33892256
Drotaverine,1TBDMS,isomer #1	CCOC1=CC=C(/C=C2/C3=CC(OCC)=C(OCC)C=C3CCN2[Si](C)(C)C(C)(C)C)C=C1OCC	4031.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Drotaverine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01b9-0029000000-cc21574b335ef828553c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Drotaverine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 10V, Positive-QTOF	splash10-006t-0109000000-7cad269f41adee8417ce	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 20V, Positive-QTOF	splash10-00vm-0938000000-6d87baa6b9b9001f72b3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 40V, Positive-QTOF	splash10-0fai-0903000000-32461a4dd8213a4ccaae	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 10V, Negative-QTOF	splash10-00kb-0009000000-ab1aeeb006841b3fa9c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 20V, Negative-QTOF	splash10-01b9-0009000000-06822dcfe079230d41a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 40V, Negative-QTOF	splash10-01pc-0019000000-acda050fb3e73672fc3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 10V, Positive-QTOF	splash10-0002-0009000000-8c6d856694872eafbde7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 20V, Positive-QTOF	splash10-006t-0009000000-753a599270e1789b1d24	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 40V, Positive-QTOF	splash10-006x-0169000000-2f0a9da1a5938c47a4e9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 10V, Negative-QTOF	splash10-0002-0009000000-a71d93a03163a6601571	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 20V, Negative-QTOF	splash10-000i-0009000000-c70358ec5190b857e386	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Drotaverine 40V, Negative-QTOF	splash10-00du-0019000000-7c1afa91b9c7710b0f53	2021-10-11	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 DB06751	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06751	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06751

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1361582

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Drotaverine

METLIN ID

Not Available

PubChem Compound

1712095

PDB ID

Not Available

ChEBI ID

665387

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

Bolaji OO, Onyeji CO, Ogundaini AO, Olugbade TA, Ogunbona FA: Pharmacokinetics and bioavailability of drotaverine in humans. Eur J Drug Metab Pharmacokinet. 1996 Jul-Sep;21(3):217-21. [PubMed:8980918 ]

Enzymes

Enzyme Details

1. cAMP-specific 3',5'-cyclic phosphodiesterase 4A

General function:: Involved in 3',5'-cyclic-nucleotide phosphodiesterase activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes.
Gene Name:: PDE4A
Uniprot ID:: P27815
Molecular weight:: 98142.155

References

Muravyov AV, Yakusevich VV, Chuchkanov FA, Maimistova AA, Bulaeva SV, Zaitsev LG: Hemorheological efficiency of drugs, targeting on intracellular phosphodiesterase activity: in vitro study. Clin Hemorheol Microcirc. 2007;36(4):327-34. [PubMed:17502703 ]
Romics I, Molnar DL, Timberg G, Mrklic B, Jelakovic B, Koszegi G, Blasko G: The effect of drotaverine hydrochloride in acute colicky pain caused by renal and ureteric stones. BJU Int. 2003 Jul;92(1):92-6. [PubMed:12823389 ]
Pareek A, Chandurkar NB, Patil RT, Agrawal SN, Uday RB, Tambe SG: Efficacy and safety of aceclofenac and drotaverine fixed-dose combination in the treatment of primary dysmenorrhoea: a double-blind, double-dummy, randomized comparative study with aceclofenac. Eur J Obstet Gynecol Reprod Biol. 2010 Sep;152(1):86-90. doi: 10.1016/j.ejogrb.2010.05.007. Epub 2010 Jun 15. [PubMed:20554370 ]

Enzyme Details

2. Voltage-dependent L-type calcium channel subunit alpha-1C

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1C gives rise to L-type calcium currents. Long-lasting (L-type) calcium channels belong to the 'high-voltage activated' (HVA) group. They are blocked by dihydropyridines (DHP), phenylalkylamines, benzothiazepines, and by omega-agatoxin-IIIA (omega-Aga-IIIA). They are however insensitive to omega-conotoxin- GVIA (omega-CTx-GVIA) and omega-agatoxin-IVA (omega-Aga-IVA). Calcium channels containing the alpha-1C subunit play an important role in excitation-contraction coupling in the heart. The various isoforms display marked differences in the sensitivity to DHP compounds. Binding of calmodulin or CABP1 at the same regulatory sites results in an opposit effects on the channel function
Gene Name:: CACNA1C
Uniprot ID:: Q13936
Molecular weight:: 248974.1

References

Tomoskozi Z, Finance O, Aranyi P: Drotaverine interacts with the L-type Ca(2+) channel in pregnant rat uterine membranes. Eur J Pharmacol. 2002 Aug 2;449(1-2):55-60. [PubMed:12163106 ]
Romics I, Molnar DL, Timberg G, Mrklic B, Jelakovic B, Koszegi G, Blasko G: The effect of drotaverine hydrochloride in acute colicky pain caused by renal and ureteric stones. BJU Int. 2003 Jul;92(1):92-6. [PubMed:12823389 ]

Showing metabocard for Drotaverine (HMDB0015669)

MOL for HMDB0015669 (Drotaverine)

3D MOL for HMDB0015669 (Drotaverine)

3D SDF for HMDB0015669 (Drotaverine)

3D-SDF for HMDB0015669 (Drotaverine)

PDB for HMDB0015669 (Drotaverine)

3D PDB for HMDB0015669 (Drotaverine)

SMILES for HMDB0015669 (Drotaverine)

INCHI for HMDB0015669 (Drotaverine)

Structure for HMDB0015669 (Drotaverine)

3D Structure for HMDB0015669 (Drotaverine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References