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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (13) Show 13 proteins XML

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

HMDB0015657

Secondary Accession Numbers

HMDB15657

Metabolite Identification

Common Name

Nilvadipine

Description

Nilvadipine, also known as nivadil or escor, belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group. Nilvadipine is a drug which is used for the management of vasospastic angina, chronic stable angina and hypertension. Nilvadipine is only found in individuals that have used or taken this drug. By blocking the calcium channels, Nifedipine inhibits the spasm of the coronary artery and dilates the systemic arteries, results in a increase of myocardial oxygen supply and a decrease in systemic blood pressure. It is a calcium channel blocker (CCB) for treatment of hypertension. Nilvadipine is an extremely weak basic (essentially neutral) compound (based on its pKa). Nilvadipine is used to treat Prinzmetal's angina, hypertension, and other vascular disorders such as Raynaud's phenomenon. Nilvadipine is similar to other dihydropyridines including amlodipine, felodipine, isradipine, and nicardipine. Nilvadipine inhibits the influx of extracellular calcium through myocardial and vascular membrane pores by physically plugging the channel.

Structure

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


  Mrv0541 02241212482D          

 28 29  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  3  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  CHG  2  20   1  22  -1
M  END

HMDB0015657
     RDKit          3D
Nilvadipine
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.8135   -0.9930    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9958    1.2836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -1.7351    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -2.4546   -0.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014   -1.7289   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.4779   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -3.2953   -2.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808   -3.9418   -2.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -2.4851   -2.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7910   -1.6885   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.7287   -2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -0.9403   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.1270    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.6030    1.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.1177   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689    0.6505    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -0.2734    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    1.5822   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939   -0.8777    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    0.5631    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.2728   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009    2.6027   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288    3.2795    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    2.5876    1.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    3.2401    2.7742 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1268    4.4397    2.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607    2.5701    3.9448 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3175    1.2478    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0151   -0.0886    2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959   -1.1816    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674   -1.8779    2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479   -3.0774   -2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252   -0.7709   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158   -2.4421   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -2.1680   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145    1.2286    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.6086   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468    0.1836    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -1.1956    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994    2.5811   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5118    1.6702   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0007    1.2839   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -1.2126    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    0.7332   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925    3.1372   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    4.3165    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    0.7104    2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  3  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  2  0
 19  5  1  0
 28 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 28 47  1  0
M  CHG  2  25   1  27  -1
M  END


  Mrv0541 02241212482D          

 28 29  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  3  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  CHG  2  20   1  22  -1
M  END
> <DATABASE_ID>
HMDB0015657

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3

> <INCHI_KEY>
FAIIFDPAEUKBEP-UHFFFAOYSA-N

> <FORMULA>
C19H19N3O6

> <MOLECULAR_WEIGHT>
385.3707

> <EXACT_MASS>
385.127385355

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.54152953866276

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl 5-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
2.239046583333333

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.57259310117945

> <JCHEM_POLAR_SURFACE_AREA>
134.23999999999998

> <JCHEM_REFRACTIVITY>
101.79760000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nilvadipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015657
     RDKit          3D
Nilvadipine
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.8135   -0.9930    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9958    1.2836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -1.7351    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -2.4546   -0.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014   -1.7289   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.4779   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -3.2953   -2.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808   -3.9418   -2.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -2.4851   -2.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7910   -1.6885   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.7287   -2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -0.9403   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.1270    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.6030    1.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.1177   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689    0.6505    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -0.2734    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    1.5822   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939   -0.8777    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    0.5631    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.2728   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009    2.6027   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288    3.2795    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    2.5876    1.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    3.2401    2.7742 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1268    4.4397    2.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607    2.5701    3.9448 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3175    1.2478    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0151   -0.0886    2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959   -1.1816    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674   -1.8779    2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479   -3.0774   -2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252   -0.7709   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158   -2.4421   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -2.1680   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145    1.2286    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.6086   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468    0.1836    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -1.1956    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994    2.5811   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5118    1.6702   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0007    1.2839   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -1.2126    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    0.7332   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925    3.1372   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    4.3165    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    0.7104    2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  3  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  2  0
 19  5  1  0
 28 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 28 47  1  0
M  CHG  2  25   1  27  -1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -2.667  -6.160   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.002  -4.620   0.000  0.00  0.00           N+1
HETATM   21  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O-1
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    4   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   16   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    3   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0015657
HETATM    1  C1  UNL     1      -4.813  -0.993   1.844  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.512  -0.996   1.284  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.150  -1.735   0.188  1.00  0.00           C  
HETATM    4  O2  UNL     1      -4.022  -2.455  -0.354  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.801  -1.729  -0.381  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.551  -2.478  -1.441  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.556  -3.295  -2.051  1.00  0.00           C  
HETATM    8  N1  UNL     1      -3.381  -3.942  -2.548  1.00  0.00           N  
HETATM    9  N2  UNL     1      -0.253  -2.485  -2.005  1.00  0.00           N  
HETATM   10  C6  UNL     1       0.791  -1.688  -1.438  1.00  0.00           C  
HETATM   11  C7  UNL     1       2.136  -1.729  -2.065  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.555  -0.940  -0.385  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.627  -0.127   0.191  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.429   0.603   1.205  1.00  0.00           O  
HETATM   15  O4  UNL     1       2.893  -0.118  -0.338  1.00  0.00           O  
HETATM   16  C10 UNL     1       3.969   0.651   0.179  1.00  0.00           C  
HETATM   17  C11 UNL     1       5.052  -0.273   0.642  1.00  0.00           C  
HETATM   18  C12 UNL     1       4.427   1.582  -0.924  1.00  0.00           C  
HETATM   19  C13 UNL     1      -0.794  -0.878   0.271  1.00  0.00           C  
HETATM   20  C14 UNL     1      -1.188   0.563   0.298  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.438   1.273  -0.856  1.00  0.00           C  
HETATM   22  C16 UNL     1      -1.801   2.603  -0.824  1.00  0.00           C  
HETATM   23  C17 UNL     1      -1.929   3.279   0.364  1.00  0.00           C  
HETATM   24  C18 UNL     1      -1.682   2.588   1.535  1.00  0.00           C  
HETATM   25  N3  UNL     1      -1.801   3.240   2.774  1.00  0.00           N1+
HETATM   26  O5  UNL     1      -2.127   4.440   2.836  1.00  0.00           O  
HETATM   27  O6  UNL     1      -1.561   2.570   3.945  1.00  0.00           O1-
HETATM   28  C19 UNL     1      -1.317   1.248   1.489  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.015  -0.089   2.426  1.00  0.00           H  
HETATM   30  H2  UNL     1      -5.596  -1.182   1.067  1.00  0.00           H  
HETATM   31  H3  UNL     1      -4.867  -1.878   2.525  1.00  0.00           H  
HETATM   32  H4  UNL     1      -0.048  -3.077  -2.847  1.00  0.00           H  
HETATM   33  H5  UNL     1       2.425  -0.771  -2.497  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.116  -2.442  -2.946  1.00  0.00           H  
HETATM   35  H7  UNL     1       2.898  -2.168  -1.390  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.614   1.229   1.066  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.704  -0.609  -0.208  1.00  0.00           H  
HETATM   38  H10 UNL     1       5.747   0.184   1.377  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.629  -1.196   1.089  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.999   2.581  -0.696  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.512   1.670  -1.001  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.001   1.284  -1.903  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.653  -1.213   1.318  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.336   0.733  -1.799  1.00  0.00           H  
HETATM   45  H17 UNL     1      -1.992   3.137  -1.753  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.215   4.316   0.326  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.125   0.710   2.414  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   19
CONECT    6    7    9
CONECT    7    8    8    8
CONECT    9   10   32
CONECT   10   11   12   12
CONECT   11   33   34   35
CONECT   12   13   19
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   17   18   36
CONECT   17   37   38   39
CONECT   18   40   41   42
CONECT   19   20   43
CONECT   20   21   21   28
CONECT   21   22   44
CONECT   22   23   23   45
CONECT   23   24   46
CONECT   24   25   28   28
CONECT   25   26   26   27
CONECT   28   47
END

HMDB0015657
     RDKit          3D
Nilvadipine
 47 48  0  0  0  0  0  0  0  0999 V2000
   -4.8135   -0.9930    1.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5119   -0.9958    1.2836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1495   -1.7351    0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -2.4546   -0.3543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8014   -1.7289   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5508   -2.4779   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -3.2953   -2.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3808   -3.9418   -2.5477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2526   -2.4851   -2.0055 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7910   -1.6885   -1.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -1.7287   -2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5553   -0.9403   -0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6268   -0.1270    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.6030    1.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8926   -0.1177   -0.3382 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9689    0.6505    0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -0.2734    0.6420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266    1.5822   -0.9239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7939   -0.8777    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1876    0.5631    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381    1.2728   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009    2.6027   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288    3.2795    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    2.5876    1.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8011    3.2401    2.7742 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.1268    4.4397    2.8356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607    2.5701    3.9448 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.3175    1.2478    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0151   -0.0886    2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5959   -1.1816    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8674   -1.8779    2.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479   -3.0774   -2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252   -0.7709   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158   -2.4421   -2.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -2.1680   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145    1.2286    1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044   -0.6086   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468    0.1836    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6295   -1.1956    1.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994    2.5811   -0.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5118    1.6702   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0007    1.2839   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -1.2126    1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    0.7332   -1.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925    3.1372   -1.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148    4.3165    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    0.7104    2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  3  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  2  0
 19  5  1  0
 28 20  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 11 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
 28 47  1  0
M  CHG  2  25   1  27  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nivadil	Kegg
Klinge brand OF nilvadipine	HMDB
Trommsdorff brand OF nilvadipine	HMDB
5-Isopropyl-3-methyl-2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinecarboxylate	HMDB
Dolorgiet brand OF nilvadipine	HMDB
Escor	HMDB

Chemical Formula

C₁₉H₁₉N₃O₆

Average Molecular Weight

385.3707

Monoisotopic Molecular Weight

385.127385355

IUPAC Name

3-methyl 5-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

nilvadipine

CAS Registry Number

75530-68-6

SMILES

COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N

InChI Identifier

InChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3

InChI Key

FAIIFDPAEUKBEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Dihydropyridinecarboxylic acid derivative
Nitrobenzene
Nitroaromatic compound
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous amide
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Secondary aliphatic amine
Enamine
Carbonitrile
Nitrile
Azacycle
Organic 1,3-dipolar compound
Organic oxoazanium
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxygen compound
Carbonyl group
Amine
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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

Membrane (HMDB: HMDB0015657)

Source

Exogenous

Exogenous (HMDB: HMDB0015657)

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	0.012 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.24	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-0.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	134.24 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.8 m³·mol⁻¹	ChemAxon
Polarizability	37.54 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.169	31661259
DarkChem	[M-H]-	188.715	31661259
DeepCCS	[M+H]+	191.077	30932474
DeepCCS	[M-H]-	188.252	30932474
DeepCCS	[M-2H]-	222.404	30932474
DeepCCS	[M+Na]+	198.552	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.6	32859911
AllCCS	[M+Na]+	192.3	32859911
AllCCS	[M-H]-	190.8	32859911
AllCCS	[M+Na-2H]-	190.9	32859911
AllCCS	[M+HCOO]-	191.2	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.	7.17 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8266 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2723.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	396.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	192.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	534.6 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	811.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1297.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	621.4 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	1773.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	445.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	434.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	292.6 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	53.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nilvadipine	COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N	3457.6	Standard polar	33892256
Nilvadipine	COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N	2784.5	Standard non polar	33892256
Nilvadipine	COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N	2852.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nilvadipine,1TMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2883.1	Semi standard non polar	33892256
Nilvadipine,1TMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2641.4	Standard non polar	33892256
Nilvadipine,1TMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	4368.9	Standard polar	33892256
Nilvadipine,1TBDMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	3099.7	Semi standard non polar	33892256
Nilvadipine,1TBDMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2843.9	Standard non polar	33892256
Nilvadipine,1TBDMS,isomer #1	COC(=O)C1=C(C#N)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	4283.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nilvadipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8089000000-4e72729c0e1515bb0113	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nilvadipine 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 - Nilvadipine , positive-QTOF	splash10-004i-0179000000-b1d9dd06d2542abddd3c	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 10V, Positive-QTOF	splash10-000i-0009000000-f28b9d6fbb31dcc2de46	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 20V, Positive-QTOF	splash10-000i-1009000000-1961eb7a6be9d2bd4cbe	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 40V, Positive-QTOF	splash10-03dl-9002000000-5550556075ee68fd88df	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 10V, Negative-QTOF	splash10-001i-1009000000-23b50a25ea3ee564f886	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 20V, Negative-QTOF	splash10-001i-4009000000-a76a7a460fa64ce96e4c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nilvadipine 40V, Negative-QTOF	splash10-0a4l-9000000000-acee76f365507640c2d5	2016-08-03	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 DB06712	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB06712	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB06712

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nilvadipine

METLIN ID

Not Available

PubChem Compound

4494

PDB ID

Not Available

ChEBI ID

618263

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 13 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

Enzyme Details

2. Cytochrome P450 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Enzyme Details

3. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Enzyme Details

4. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

References

Enzyme Details

5. 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

Enzyme Details

6. Cytochrome P450 2C8

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. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

Enzyme Details

7. Cytochrome P450 2A6

General function:: Involved in monooxygenase activity
Specific function:: Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:: CYP2A6
Uniprot ID:: P11509
Molecular weight:: 56517.005

References

Enzyme Details

8. Voltage-dependent L-type calcium channel subunit alpha-1D

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-1D 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)
Gene Name:: CACNA1D
Uniprot ID:: Q01668
Molecular weight:: 245138.8

References

Enzyme Details

9. 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

Enzyme Details

10. Voltage-dependent calcium channel subunit alpha-2/delta-1

General function:: Involved in metal ion binding
Specific function:: The alpha-2/delta subunit of voltage-dependent calcium channels regulates calcium current density and activation/inactivation kinetics of the calcium channel. Plays an important role in excitation-contraction coupling
Gene Name:: CACNA2D1
Uniprot ID:: P54289
Molecular weight:: 124566.9

References

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Showing metabocard for Nilvadipine (HMDB0015657)

MOL for HMDB0015657 (Nilvadipine)

3D MOL for HMDB0015657 (Nilvadipine)

3D SDF for HMDB0015657 (Nilvadipine)

3D-SDF for HMDB0015657 (Nilvadipine)

PDB for HMDB0015657 (Nilvadipine)

3D PDB for HMDB0015657 (Nilvadipine)

SMILES for HMDB0015657 (Nilvadipine)

INCHI for HMDB0015657 (Nilvadipine)

Structure for HMDB0015657 (Nilvadipine)

3D Structure for HMDB0015657 (Nilvadipine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

References

References