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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:18:26 UTC

Update Date

2021-09-26 23:12:38 UTC

HMDB ID

HMDB0256734

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pranidipine

Description

3-methyl 5-(3-phenylprop-2-en-1-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 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. Based on a literature review very few articles have been published on 3-methyl 5-(3-phenylprop-2-en-1-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pranidipine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pranidipine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112119182D          

 33 35  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
    0.7145   -3.7125    0.0000 C   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
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  CHG  2  27   1  29  -1
M  END

HMDB0256734
     RDKit          3D
Pranidipine
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.8317    2.0540   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    2.0318   -1.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    1.5875   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    1.1620   -2.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    1.5633   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.0098    0.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    2.5188    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    2.0066    2.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.5227    2.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802    1.5306    4.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0850    1.0726    1.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.5817    2.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.5691    3.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    0.1031    1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.3742    1.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470   -0.8295    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -0.2766    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.6825   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.0488   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -0.4027   -2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9850   -1.4110   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7870   -2.0640   -2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541   -1.6887   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.0518    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462   -0.3205   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.6006   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8665   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9764   -2.8837   -1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.6588   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712   -3.7159    0.1967 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.5761   -4.8713   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -3.4464    1.2037 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9982   -1.3738    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    1.5191   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422    3.0823   -3.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    1.4992   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.7172   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4508    2.9122    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    3.4105   -0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847    2.3528    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.9381    4.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    2.2040    4.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833    0.5085    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.5034    2.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -1.1480    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -1.6322   -0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.5456    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830    0.7510   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2517    0.1270   -2.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6030   -1.7315   -3.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224   -2.8591   -3.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -2.2294   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7007    1.7073   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.2143   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -2.0984   -2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -3.9119   -1.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -1.2318    0.9598 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  5  1  0
 33 25  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 33 57  1  0
M  CHG  2  30   1  32  -1
M  END


  Mrv1652309112119182D          

 33 35  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
    0.7145   -3.7125    0.0000 C   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
   -0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    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
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
  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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  3 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  CHG  2  27   1  29  -1
M  END
> <DATABASE_ID>
HMDB0256734

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCC=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24N2O6/c1-16-21(24(28)32-3)23(19-12-7-13-20(15-19)27(30)31)22(17(2)26-16)25(29)33-14-8-11-18-9-5-4-6-10-18/h4-13,15,23,26H,14H2,1-3H3

> <INCHI_KEY>
XTFPDGZNWTZCMF-UHFFFAOYSA-N

> <FORMULA>
C25H24N2O6

> <MOLECULAR_WEIGHT>
448.475

> <EXACT_MASS>
448.163436501

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.892892781068255

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl 5-(3-phenylprop-2-en-1-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.149883072333334

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.466590254371127

> <JCHEM_PKA_STRONGEST_BASIC>
-6.6428072655546835

> <JCHEM_POLAR_SURFACE_AREA>
107.77

> <JCHEM_REFRACTIVITY>
126.0917

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pranidipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256734
     RDKit          3D
Pranidipine
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.8317    2.0540   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    2.0318   -1.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    1.5875   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    1.1620   -2.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    1.5633   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.0098    0.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    2.5188    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    2.0066    2.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.5227    2.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802    1.5306    4.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0850    1.0726    1.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.5817    2.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.5691    3.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    0.1031    1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.3742    1.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470   -0.8295    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -0.2766    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.6825   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.0488   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -0.4027   -2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9850   -1.4110   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7870   -2.0640   -2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541   -1.6887   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.0518    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462   -0.3205   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.6006   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8665   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9764   -2.8837   -1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.6588   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712   -3.7159    0.1967 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.5761   -4.8713   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -3.4464    1.2037 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9982   -1.3738    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    1.5191   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422    3.0823   -3.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    1.4992   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.7172   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4508    2.9122    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    3.4105   -0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847    2.3528    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.9381    4.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    2.2040    4.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833    0.5085    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.5034    2.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -1.1480    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -1.6322   -0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.5456    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830    0.7510   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2517    0.1270   -2.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6030   -1.7315   -3.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224   -2.8591   -3.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -2.2294   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7007    1.7073   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.2143   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -2.0984   -2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -3.9119   -1.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -1.2318    0.9598 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  5  1  0
 33 25  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 33 57  1  0
M  CHG  2  30   1  32  -1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         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  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       8.002  -4.620   0.000  0.00  0.00           N+1
HETATM   28  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O-1
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   30                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    4   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   23   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    3   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0256734
HETATM    1  C1  UNL     1      -4.832   2.054  -3.277  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.412   2.032  -1.928  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.205   1.587  -1.496  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.393   1.162  -2.351  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.764   1.563  -0.084  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.613   2.010   0.824  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.967   2.519   0.434  1.00  0.00           C  
HETATM    8  N1  UNL     1      -3.236   2.007   2.195  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.954   1.523   2.549  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.580   1.531   4.006  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.085   1.073   1.680  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.226   0.582   2.080  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.577   0.569   3.266  1.00  0.00           O  
HETATM   14  O4  UNL     1       1.149   0.103   1.153  1.00  0.00           O  
HETATM   15  C10 UNL     1       2.434  -0.374   1.581  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.247  -0.829   0.456  1.00  0.00           C  
HETATM   17  C12 UNL     1       4.407  -0.277   0.187  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.272  -0.683  -0.923  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.491  -0.049  -1.146  1.00  0.00           C  
HETATM   20  C15 UNL     1       7.332  -0.403  -2.179  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.985  -1.411  -3.036  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.787  -2.064  -2.850  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.954  -1.689  -1.798  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.422   1.052   0.240  1.00  0.00           C  
HETATM   25  C20 UNL     1      -1.246  -0.320  -0.337  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.359  -0.601  -1.352  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.205  -1.867  -1.875  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.976  -2.884  -1.352  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.888  -2.659  -0.328  1.00  0.00           C  
HETATM   30  N2  UNL     1      -2.671  -3.716   0.197  1.00  0.00           N1+
HETATM   31  O5  UNL     1      -2.576  -4.871  -0.233  1.00  0.00           O  
HETATM   32  O6  UNL     1      -3.554  -3.446   1.204  1.00  0.00           O1-
HETATM   33  C25 UNL     1      -1.998  -1.374   0.155  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.818   1.519  -3.303  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.042   3.082  -3.640  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.138   1.499  -3.941  1.00  0.00           H  
HETATM   37  H4  UNL     1      -5.556   1.717  -0.008  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.451   2.912   1.378  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.897   3.410  -0.212  1.00  0.00           H  
HETATM   40  H7  UNL     1      -3.885   2.353   2.934  1.00  0.00           H  
HETATM   41  H8  UNL     1      -2.460   1.938   4.603  1.00  0.00           H  
HETATM   42  H9  UNL     1      -0.712   2.204   4.114  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.383   0.509   4.359  1.00  0.00           H  
HETATM   44  H11 UNL     1       2.925   0.503   2.048  1.00  0.00           H  
HETATM   45  H12 UNL     1       2.280  -1.148   2.364  1.00  0.00           H  
HETATM   46  H13 UNL     1       2.874  -1.632  -0.152  1.00  0.00           H  
HETATM   47  H14 UNL     1       4.758   0.546   0.834  1.00  0.00           H  
HETATM   48  H15 UNL     1       6.783   0.751  -0.480  1.00  0.00           H  
HETATM   49  H16 UNL     1       8.252   0.127  -2.291  1.00  0.00           H  
HETATM   50  H17 UNL     1       7.603  -1.731  -3.863  1.00  0.00           H  
HETATM   51  H18 UNL     1       5.522  -2.859  -3.532  1.00  0.00           H  
HETATM   52  H19 UNL     1       4.027  -2.229  -1.694  1.00  0.00           H  
HETATM   53  H20 UNL     1      -0.701   1.707  -0.333  1.00  0.00           H  
HETATM   54  H21 UNL     1       0.252   0.214  -1.764  1.00  0.00           H  
HETATM   55  H22 UNL     1       0.485  -2.098  -2.669  1.00  0.00           H  
HETATM   56  H23 UNL     1      -0.920  -3.912  -1.706  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.723  -1.232   0.960  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   24
CONECT    6    7    8
CONECT    7   37   38   39
CONECT    8    9   40
CONECT    9   10   11   11
CONECT   10   41   42   43
CONECT   11   12   24
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   16   44   45
CONECT   16   17   17   46
CONECT   17   18   47
CONECT   18   19   19   23
CONECT   19   20   48
CONECT   20   21   21   49
CONECT   21   22   50
CONECT   22   23   23   51
CONECT   23   52
CONECT   24   25   53
CONECT   25   26   26   33
CONECT   26   27   54
CONECT   27   28   28   55
CONECT   28   29   56
CONECT   29   30   33   33
CONECT   30   31   31   32
CONECT   33   57
END

HMDB0256734
     RDKit          3D
Pranidipine
 57 59  0  0  0  0  0  0  0  0999 V2000
   -4.8317    2.0540   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4122    2.0318   -1.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050    1.5875   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    1.1620   -2.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    1.5633   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.0098    0.8236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9670    2.5188    0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2357    2.0066    2.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9542    1.5227    2.5486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5802    1.5306    4.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0850    1.0726    1.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2260    0.5817    2.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.5691    3.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1488    0.1031    1.1525 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.3742    1.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470   -0.8295    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -0.2766    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2722   -0.6825   -0.9225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -0.0488   -1.1460 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -0.4027   -2.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9850   -1.4110   -3.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7870   -2.0640   -2.8496 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9541   -1.6887   -1.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.0518    0.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2462   -0.3205   -0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588   -0.6006   -1.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050   -1.8665   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9764   -2.8837   -1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8877   -2.6588   -0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6712   -3.7159    0.1967 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.5761   -4.8713   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -3.4464    1.2037 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9982   -1.3738    0.1555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8180    1.5191   -3.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0422    3.0823   -3.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    1.4992   -3.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.7172   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4508    2.9122    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8974    3.4105   -0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847    2.3528    2.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601    1.9381    4.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7125    2.2040    4.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833    0.5085    4.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    0.5034    2.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -1.1480    2.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739   -1.6322   -0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7581    0.5456    0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830    0.7510   -0.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2517    0.1270   -2.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6030   -1.7315   -3.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224   -2.8591   -3.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -2.2294   -1.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7007    1.7073   -0.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.2143   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850   -2.0984   -2.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -3.9119   -1.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7229   -1.2318    0.9598 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  3
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 11 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 29 33  2  0
 24  5  1  0
 33 25  1  0
 23 18  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 17 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 33 57  1  0
M  CHG  2  30   1  32  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methyl 5-(3-phenylprop-2-en-1-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid	Generator
Methyl 3-phenyl-2-propen-1-yl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate	MeSH
Methyl 3-phenyl-2-propyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate	MeSH

Chemical Formula

C₂₅H₂₄N₂O₆

Average Molecular Weight

448.475

Monoisotopic Molecular Weight

448.163436501

IUPAC Name

3-methyl 5-(3-phenylprop-2-en-1-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

pranidipine

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCC=CC1=CC=CC=C1

InChI Identifier

InChI=1S/C25H24N2O6/c1-16-21(24(28)32-3)23(19-12-7-13-20(15-19)27(30)31)22(17(2)26-16)25(29)33-14-8-11-18-9-5-4-6-10-18/h4-13,15,23,26H,14H2,1-3H3

InChI Key

XTFPDGZNWTZCMF-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

Nitrobenzene
Dihydropyridinecarboxylic acid derivative
Nitroaromatic compound
Styrene
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Organic nitro compound
C-nitro compound
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Secondary amine
Organic oxoazanium
Enamine
Secondary aliphatic amine
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	4.71	ALOGPS
logP	4.15	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	19.47	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	107.77 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.09 m³·mol⁻¹	ChemAxon
Polarizability	46.89 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+H]+	203.505	30932474
DeepCCS	[M-H]-	201.014	30932474
DeepCCS	[M-2H]-	234.46	30932474
DeepCCS	[M+Na]+	210.822	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pranidipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCC=CC1=CC=CC=C1	5027.0	Standard polar	33892256
Pranidipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCC=CC1=CC=CC=C1	3556.2	Standard non polar	33892256
Pranidipine	COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCC=CC1=CC=CC=C1	3705.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pranidipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	3520.1	Semi standard non polar	33892256
Pranidipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	2890.8	Standard non polar	33892256
Pranidipine,1TMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	4757.5	Standard polar	33892256
Pranidipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	3745.6	Semi standard non polar	33892256
Pranidipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	3216.2	Standard non polar	33892256
Pranidipine,1TBDMS,isomer #1	COC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OCC=CC2=CC=CC=C2)C1C1=CC=CC([N+](=O)[O-])=C1	4708.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pranidipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2569500000-ef1e853349dc885aea82	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pranidipine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65862

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Pranidipine (HMDB0256734)

MOL for HMDB0256734 (Pranidipine)

3D MOL for HMDB0256734 (Pranidipine)

3D SDF for HMDB0256734 (Pranidipine)

3D-SDF for HMDB0256734 (Pranidipine)

PDB for HMDB0256734 (Pranidipine)

3D PDB for HMDB0256734 (Pranidipine)

SMILES for HMDB0256734 (Pranidipine)

INCHI for HMDB0256734 (Pranidipine)

Structure for HMDB0256734 (Pranidipine)

3D Structure for HMDB0256734 (Pranidipine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra