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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:22:31 UTC

Update Date

2021-09-26 23:15:47 UTC

HMDB ID

HMDB0258683

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Takinib

Description

N1-(1-propyl-1H-1,3-benzodiazol-2-yl)benzene-1,3-dicarboximidic acid belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Based on a literature review very few articles have been published on N1-(1-propyl-1H-1,3-benzodiazol-2-yl)benzene-1,3-dicarboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Takinib is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Takinib 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

HMDB0258683
     RDKit          3D
Takinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.6644   -2.1340   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.1845   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -0.8757   -1.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    0.2215   -0.5165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    0.6351    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1726    0.1753 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506   -0.8893   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -1.7641   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7175   -1.0698   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -2.2977   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -2.4437    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472   -1.3645    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723   -0.1095    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    1.0623    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261    2.3219    0.8645 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    0.9504    1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5084    0.0062    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    1.7479    0.8902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930    2.0165    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2204    3.0145    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354    2.9894    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.0510   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    1.0951   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560    1.0760   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -3.1248    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034   -1.9503   -0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230   -1.4003    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -2.6233   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5425   -2.9289   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -0.9159   -2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -0.6097   -2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118    0.8268    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -3.1468   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -3.4453   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5020   -1.4601    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    2.4880    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5381    3.1475    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089    1.0079    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    3.7470    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2380    3.7461    1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    2.0412   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5439    0.3733   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
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 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 17  9  1  0
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  2 28  1  0
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 15 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END


  Mrv1652309112122222D          

 24 26  0  0  0  0            999 V2000
    1.1809    2.1518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    1.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    1.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
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 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258683

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN1C(NC(=O)C2=CC=CC(=C2)C(N)=O)=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N4O2/c1-2-10-22-15-9-4-3-8-14(15)20-18(22)21-17(24)13-7-5-6-12(11-13)16(19)23/h3-9,11H,2,10H2,1H3,(H2,19,23)(H,20,21,24)

> <INCHI_KEY>
UOZVVPXKJGOFIG-UHFFFAOYSA-N

> <FORMULA>
C18H18N4O2

> <MOLECULAR_WEIGHT>
322.368

> <EXACT_MASS>
322.142975836

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.396007853204424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N1-(1-propyl-1H-1,3-benzodiazol-2-yl)benzene-1,3-dicarboxamide

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.989285519333334

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.43416388681834

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.507637362085916

> <JCHEM_PKA_STRONGEST_BASIC>
2.36120033401355

> <JCHEM_POLAR_SURFACE_AREA>
90.01

> <JCHEM_REFRACTIVITY>
93.22299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N1-(1-propyl-1,3-benzodiazol-2-yl)benzene-1,3-dicarboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258683
     RDKit          3D
Takinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.6644   -2.1340   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.1845   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -0.8757   -1.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    0.2215   -0.5165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    0.6351    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1726    0.1753 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506   -0.8893   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -1.7641   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7175   -1.0698   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -2.2977   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -2.4437    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472   -1.3645    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723   -0.1095    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    1.0623    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261    2.3219    0.8645 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    0.9504    1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5084    0.0062    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    1.7479    0.8902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930    2.0165    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2204    3.0145    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354    2.9894    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.0510   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    1.0951   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560    1.0760   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -3.1248    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034   -1.9503   -0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230   -1.4003    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -2.6233   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5425   -2.9289   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -0.9159   -2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -0.6097   -2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118    0.8268    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -3.1468   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -3.4453   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5020   -1.4601    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    2.4880    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5381    3.1475    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089    1.0079    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    3.7470    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2380    3.7461    1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    2.0412   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5439    0.3733   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 17  9  1  0
 24 19  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
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       2.204   4.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.680   2.552   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.320  -1.303   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.320   1.365   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.940  -1.303   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.710   0.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.940   1.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.400   1.365   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.710   2.698   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -7.250   2.698   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      -4.940   4.032   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0258683
HETATM    1  C1  UNL     1      -3.664  -2.134  -0.026  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.352  -2.185  -0.815  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.016  -0.876  -1.447  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.842   0.221  -0.517  1.00  0.00           N  
HETATM    5  C4  UNL     1      -0.751   0.635   0.127  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.579   0.173   0.175  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.251  -0.889  -0.390  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.793  -1.764  -1.126  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.717  -1.070  -0.124  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.306  -2.298  -0.205  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.656  -2.444   0.034  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.447  -1.365   0.360  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.872  -0.110   0.448  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.650   1.062   0.785  1.00  0.00           C  
HETATM   15  N3  UNL     1       5.026   2.322   0.864  1.00  0.00           N  
HETATM   16  O2  UNL     1       6.872   0.950   1.005  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.508   0.006   0.201  1.00  0.00           C  
HETATM   18  N4  UNL     1      -1.105   1.748   0.890  1.00  0.00           N  
HETATM   19  C13 UNL     1      -2.393   2.017   0.721  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.220   3.015   1.250  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.535   2.989   0.838  1.00  0.00           C  
HETATM   22  C16 UNL     1      -5.031   2.051  -0.040  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.162   1.095  -0.525  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.856   1.076  -0.149  1.00  0.00           C  
HETATM   25  H1  UNL     1      -3.826  -3.125   0.482  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.503  -1.950  -0.703  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.623  -1.400   0.802  1.00  0.00           H  
HETATM   28  H4  UNL     1      -1.555  -2.623  -0.206  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.543  -2.929  -1.638  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.244  -0.916  -2.215  1.00  0.00           H  
HETATM   31  H7  UNL     1      -2.956  -0.610  -2.096  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.212   0.827   0.806  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.668  -3.147  -0.464  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.068  -3.445  -0.045  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.502  -1.460   0.550  1.00  0.00           H  
HETATM   36  H12 UNL     1       4.088   2.488   1.294  1.00  0.00           H  
HETATM   37  H13 UNL     1       5.538   3.148   0.465  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.109   1.008   0.276  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.824   3.747   1.939  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.238   3.746   1.217  1.00  0.00           H  
HETATM   41  H17 UNL     1      -6.079   2.041  -0.361  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.544   0.373  -1.205  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   24
CONECT    5    6   18   18
CONECT    6    7   32
CONECT    7    8    8    9
CONECT    9   10   10   17
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   35
CONECT   13   14   17   17
CONECT   14   15   16   16
CONECT   15   36   37
CONECT   17   38
CONECT   18   19
CONECT   19   20   20   24
CONECT   20   21   39
CONECT   21   22   22   40
CONECT   22   23   41
CONECT   23   24   24   42
END

HMDB0258683
     RDKit          3D
Takinib
 42 44  0  0  0  0  0  0  0  0999 V2000
   -3.6644   -2.1340   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -2.1845   -0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156   -0.8757   -1.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    0.2215   -0.5165 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509    0.6351    0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5792    0.1726    0.1753 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2506   -0.8893   -0.3901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -1.7641   -1.1256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7175   -1.0698   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -2.2977   -0.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6559   -2.4437    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4472   -1.3645    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8723   -0.1095    0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6504    1.0623    0.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261    2.3219    0.8645 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8720    0.9504    1.0047 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5084    0.0062    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    1.7479    0.8902 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930    2.0165    0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2204    3.0145    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354    2.9894    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0310    2.0510   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1623    1.0951   -0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560    1.0760   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8259   -3.1248    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5034   -1.9503   -0.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230   -1.4003    0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5547   -2.6233   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5425   -2.9289   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441   -0.9159   -2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9564   -0.6097   -2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118    0.8268    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6678   -3.1468   -0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -3.4453   -0.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5020   -1.4601    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    2.4880    1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5381    3.1475    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089    1.0079    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8237    3.7470    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2380    3.7461    1.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0793    2.0412   -0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5439    0.3733   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 13 17  2  0
  5 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  4  1  0
 17  9  1  0
 24 19  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N1-(1-Propyl-1H-1,3-benzodiazol-2-yl)benzene-1,3-dicarboximidate	Generator
EDHS-206	MeSH

Chemical Formula

C₁₈H₁₈N₄O₂

Average Molecular Weight

322.368

Monoisotopic Molecular Weight

322.142975836

IUPAC Name

N1-(1-propyl-1H-1,3-benzodiazol-2-yl)benzene-1,3-dicarboxamide

Traditional Name

N1-(1-propyl-1,3-benzodiazol-2-yl)benzene-1,3-dicarboxamide

CAS Registry Number

Not Available

SMILES

CCCN1C(NC(=O)C2=CC=CC(=C2)C(N)=O)=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C18H18N4O2/c1-2-10-22-15-9-4-3-8-14(15)20-18(22)21-17(24)13-7-5-6-12(11-13)16(19)23/h3-9,11H,2,10H2,1H3,(H2,19,23)(H,20,21,24)

InChI Key

UOZVVPXKJGOFIG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

Not Available

Direct Parent

Benzimidazoles

Alternative Parents

Substituents

Benzamide
Benzimidazole
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Azacycle
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.71	ALOGPS
logP	2.99	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.51	ChemAxon
pKa (Strongest Basic)	2.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.22 m³·mol⁻¹	ChemAxon
Polarizability	35.4 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	205.543	30932474
DeepCCS	[M+Na]+	180.77	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Takinib	CCCN1C(NC(=O)C2=CC=CC(=C2)C(N)=O)=NC2=CC=CC=C12	4565.4	Standard polar	33892256
Takinib	CCCN1C(NC(=O)C2=CC=CC(=C2)C(N)=O)=NC2=CC=CC=C12	3091.3	Standard non polar	33892256
Takinib	CCCN1C(NC(=O)C2=CC=CC(=C2)C(N)=O)=NC2=CC=CC=C12	3507.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Takinib,1TMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)=NC2=CC=CC=C21	3177.7	Semi standard non polar	33892256
Takinib,1TMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)=NC2=CC=CC=C21	3015.5	Standard non polar	33892256
Takinib,1TMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)=NC2=CC=CC=C21	4216.2	Standard polar	33892256
Takinib,1TMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	3056.3	Semi standard non polar	33892256
Takinib,1TMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	2856.1	Standard non polar	33892256
Takinib,1TMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	4258.9	Standard polar	33892256
Takinib,2TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	3051.7	Semi standard non polar	33892256
Takinib,2TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	2997.7	Standard non polar	33892256
Takinib,2TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	3811.7	Standard polar	33892256
Takinib,2TMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)=NC2=CC=CC=C21	3168.0	Semi standard non polar	33892256
Takinib,2TMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)=NC2=CC=CC=C21	2954.0	Standard non polar	33892256
Takinib,2TMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)=NC2=CC=CC=C21	3974.0	Standard polar	33892256
Takinib,3TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	3087.4	Semi standard non polar	33892256
Takinib,3TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	2965.8	Standard non polar	33892256
Takinib,3TMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C)[Si](C)(C)C)=C2)[Si](C)(C)C)=NC2=CC=CC=C21	3621.6	Standard polar	33892256
Takinib,1TBDMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	3390.2	Semi standard non polar	33892256
Takinib,1TBDMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	3196.0	Standard non polar	33892256
Takinib,1TBDMS,isomer #1	CCCN1C(NC(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	4237.2	Standard polar	33892256
Takinib,1TBDMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3271.6	Semi standard non polar	33892256
Takinib,1TBDMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3053.3	Standard non polar	33892256
Takinib,1TBDMS,isomer #2	CCCN1C(N(C(=O)C2=CC=CC(C(N)=O)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	4247.4	Standard polar	33892256
Takinib,2TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3436.2	Semi standard non polar	33892256
Takinib,2TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3359.3	Standard non polar	33892256
Takinib,2TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3903.7	Standard polar	33892256
Takinib,2TBDMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	3590.9	Semi standard non polar	33892256
Takinib,2TBDMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	3306.0	Standard non polar	33892256
Takinib,2TBDMS,isomer #2	CCCN1C(NC(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)=NC2=CC=CC=C21	4018.8	Standard polar	33892256
Takinib,3TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3648.0	Semi standard non polar	33892256
Takinib,3TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3487.0	Standard non polar	33892256
Takinib,3TBDMS,isomer #1	CCCN1C(N(C(=O)C2=CC=CC(C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2)[Si](C)(C)C(C)(C)C)=NC2=CC=CC=C21	3793.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Takinib GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2922000000-80c8ba392a0bc7f2eaa7	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Takinib 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

22579354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Takinib (HMDB0258683)

MOL for HMDB0258683 (Takinib)

3D MOL for HMDB0258683 (Takinib)

3D SDF for HMDB0258683 (Takinib)

3D-SDF for HMDB0258683 (Takinib)

PDB for HMDB0258683 (Takinib)

3D PDB for HMDB0258683 (Takinib)

SMILES for HMDB0258683 (Takinib)

INCHI for HMDB0258683 (Takinib)

Structure for HMDB0258683 (Takinib)

3D Structure for HMDB0258683 (Takinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra