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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:10:00 UTC

Update Date

2021-09-26 22:58:03 UTC

HMDB ID

HMDB0248011

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Adibendan

Description

Adibendan 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 a significant number of articles have been published on Adibendan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Adibendan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Adibendan 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

HMDB0248011
     RDKit          3D
Adibendan
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.0371   -0.0967   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    0.1632   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.5651    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.8666    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4979   -1.0834    0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -1.6371    1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -1.1182    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178   -1.5084    1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -0.8895    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.0587    0.9743 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.1563    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8357    0.0323    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.7674    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -0.5668    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5736    0.4111   -0.1644 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    1.1952   -0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0222   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656    0.5865   -0.3721 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323    0.1648   -0.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.5659   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0640    0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156   -0.1756   -2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6794    0.7444   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5780   -1.0590   -1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    1.8502    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8480    2.2247   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    1.6067    0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4023   -2.4549    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -2.3410    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -1.5606    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8375   -1.1816    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529    1.9780   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.6785   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.3954   -1.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.4018   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 21  7  1  0
 19  9  2  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

  Mrv1652309112103102D          

 21 24  0  0  0  0            999 V2000
    0.4243    0.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6218   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4468   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8593    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6843    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0968   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6843   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8593   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4743    0.7232    0.0000 C   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  2  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
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 13 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
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248011

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(=O)NC2=CC3=C(NC(=N3)C3=CC=NC=C3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H14N4O/c1-16(2)10-7-12-13(8-11(10)20-15(16)21)19-14(18-12)9-3-5-17-6-4-9/h3-8H,1-2H3,(H,18,19)(H,20,21)

> <INCHI_KEY>
TVLQBBHUNDMTEC-UHFFFAOYSA-N

> <FORMULA>
C16H14N4O

> <MOLECULAR_WEIGHT>
278.315

> <EXACT_MASS>
278.116761087

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
30.476170534811082

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,7-dimethyl-2-(pyridin-4-yl)-1H,5H,6H,7H-imidazo[4,5-f]indol-6-one

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.264406772666667

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.937534875375349

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.356136061335391

> <JCHEM_PKA_STRONGEST_BASIC>
5.130713791887258

> <JCHEM_POLAR_SURFACE_AREA>
70.67

> <JCHEM_REFRACTIVITY>
90.51559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,7-dimethyl-2-(pyridin-4-yl)-1H,5H-imidazo[4,5-f]indol-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248011
     RDKit          3D
Adibendan
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.0371   -0.0967   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    0.1632   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.5651    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.8666    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4979   -1.0834    0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -1.6371    1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -1.1182    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178   -1.5084    1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -0.8895    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.0587    0.9743 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.1563    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8357    0.0323    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.7674    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -0.5668    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5736    0.4111   -0.1644 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    1.1952   -0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0222   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656    0.5865   -0.3721 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323    0.1648   -0.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.5659   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0640    0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156   -0.1756   -2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6794    0.7444   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5780   -1.0590   -1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    1.8502    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8480    2.2247   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    1.6067    0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4023   -2.4549    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -2.3410    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -1.5606    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8375   -1.1816    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529    1.9780   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.6785   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.3954   -1.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.4018   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 21  7  1  0
 19  9  2  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  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       0.792   0.713   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.126  -0.057   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.320  -1.303   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       7.722  -2.549   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       8.627  -1.303   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       7.722  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      10.167  -1.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.937   0.031   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.477   0.031   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      13.247  -1.303   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      12.477  -2.637   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.937  -2.637   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.752   1.350   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10   21                                             
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9    2   11                                                  
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    5                                                       
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    2                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0248011
HETATM    1  C1  UNL     1      -4.037  -0.097  -1.522  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.608   0.163  -0.091  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.999   1.565   0.333  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.259  -0.867   0.742  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.498  -1.083   0.903  1.00  0.00           O  
HETATM    6  N1  UNL     1      -3.262  -1.637   1.383  1.00  0.00           N  
HETATM    7  C5  UNL     1      -2.009  -1.118   0.976  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.718  -1.508   1.310  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.405  -0.890   0.819  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.730  -1.059   0.974  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.400  -0.156   0.246  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.836   0.032   0.110  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.752  -0.767   0.775  1.00  0.00           C  
HETATM   14  C11 UNL     1       6.111  -0.567   0.628  1.00  0.00           C  
HETATM   15  N3  UNL     1       6.574   0.411  -0.164  1.00  0.00           N  
HETATM   16  C12 UNL     1       5.716   1.195  -0.815  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.358   1.022  -0.691  1.00  0.00           C  
HETATM   18  N4  UNL     1       1.466   0.587  -0.372  1.00  0.00           N  
HETATM   19  C14 UNL     1       0.232   0.165  -0.043  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.037   0.566  -0.387  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.181  -0.064   0.113  1.00  0.00           C  
HETATM   22  H1  UNL     1      -3.116  -0.176  -2.132  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.679   0.744  -1.841  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.578  -1.059  -1.635  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.341   1.850   1.176  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.848   2.225  -0.525  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.049   1.607   0.665  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.402  -2.455   2.049  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.596  -2.341   1.992  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.400  -1.561   1.418  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.838  -1.182   1.139  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.153   1.978  -1.449  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.685   1.679  -1.236  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.681   1.395  -1.030  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.116   1.402  -1.070  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   21
CONECT    3   25   26   27
CONECT    4    5    5    6
CONECT    6    7   28
CONECT    7    8    8   21
CONECT    8    9   29
CONECT    9   10   19   19
CONECT   10   11   11
CONECT   11   12   18
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16
CONECT   16   17   17   32
CONECT   17   33
CONECT   18   19   34
CONECT   19   20
CONECT   20   21   21   35
END

HMDB0248011
     RDKit          3D
Adibendan
 35 38  0  0  0  0  0  0  0  0999 V2000
   -4.0371   -0.0967   -1.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6083    0.1632   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.5651    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2594   -0.8666    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4979   -1.0834    0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -1.6371    1.3835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -1.1182    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7178   -1.5084    1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046   -0.8895    0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.0587    0.9743 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -0.1563    0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8357    0.0323    0.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7517   -0.7674    0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1106   -0.5668    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5736    0.4111   -0.1644 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    1.1952   -0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3582    1.0222   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4656    0.5865   -0.3721 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323    0.1648   -0.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0374    0.5659   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.0640    0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1156   -0.1756   -2.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6794    0.7444   -1.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5780   -1.0590   -1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3406    1.8502    1.1759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8480    2.2247   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0494    1.6067    0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4023   -2.4549    2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5959   -2.3410    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4000   -1.5606    1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8375   -1.1816    1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1529    1.9780   -1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6853    1.6785   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.3954   -1.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1164    1.4018   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
 21  7  1  0
 19  9  2  0
 17 12  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  6 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,7-Dimethyl-2-(4-pyridyl)-6,7-dihydro-3H,5H pyrrolo (2,3-F)benz-imidazol-6-one	HMDB

Chemical Formula

C₁₆H₁₄N₄O

Average Molecular Weight

278.315

Monoisotopic Molecular Weight

278.116761087

IUPAC Name

7,7-dimethyl-2-(pyridin-4-yl)-1H,5H,6H,7H-imidazo[4,5-f]indol-6-one

Traditional Name

7,7-dimethyl-2-(pyridin-4-yl)-1H,5H-imidazo[4,5-f]indol-6-one

CAS Registry Number

Not Available

SMILES

CC1(C)C(=O)NC2=CC3=C(NC(=N3)C3=CC=NC=C3)C=C12

InChI Identifier

InChI=1S/C16H14N4O/c1-16(2)10-7-12-13(8-11(10)20-15(16)21)19-14(18-12)9-3-5-17-6-4-9/h3-8H,1-2H3,(H,18,19)(H,20,21)

InChI Key

TVLQBBHUNDMTEC-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

Benzimidazole
Indole or derivatives
Dihydroindole
Benzenoid
Pyridine
Azole
Imidazole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Lactam
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen 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)

Source

Exogenous

Exogenous (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	2.25	ALOGPS
logP	2.26	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.36	ChemAxon
pKa (Strongest Basic)	5.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.52 m³·mol⁻¹	ChemAxon
Polarizability	30.48 Å³	ChemAxon
Number of Rings	4	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]-	205.406	30932474
DeepCCS	[M+Na]+	180.971	30932474
AllCCS	[M+H]+	165.2	32859911
AllCCS	[M+H-H2O]+	161.7	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.5	32859911
AllCCS	[M-H]-	171.0	32859911
AllCCS	[M+Na-2H]-	170.3	32859911
AllCCS	[M+HCOO]-	169.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Adibendan	CC1(C)C(=O)NC2=CC3=C(NC(=N3)C3=CC=NC=C3)C=C12	4037.5	Standard polar	33892256
Adibendan	CC1(C)C(=O)NC2=CC3=C(NC(=N3)C3=CC=NC=C3)C=C12	2970.1	Standard non polar	33892256
Adibendan	CC1(C)C(=O)NC2=CC3=C(NC(=N3)C3=CC=NC=C3)C=C12	3194.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Adibendan,1TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	2687.2	Semi standard non polar	33892256
Adibendan,1TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	2632.1	Standard non polar	33892256
Adibendan,1TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	3199.4	Standard polar	33892256
Adibendan,1TMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	2757.7	Semi standard non polar	33892256
Adibendan,1TMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	2687.6	Standard non polar	33892256
Adibendan,1TMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	3468.7	Standard polar	33892256
Adibendan,2TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	2685.7	Semi standard non polar	33892256
Adibendan,2TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	2642.2	Standard non polar	33892256
Adibendan,2TMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C)C(C1=CC=NC=C1)=N3	3027.6	Standard polar	33892256
Adibendan,1TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	2895.3	Semi standard non polar	33892256
Adibendan,1TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	2857.9	Standard non polar	33892256
Adibendan,1TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)[NH]C(C1=CC=NC=C1)=N3	3275.1	Standard polar	33892256
Adibendan,1TBDMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	2953.8	Semi standard non polar	33892256
Adibendan,1TBDMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	2896.9	Standard non polar	33892256
Adibendan,1TBDMS,isomer #2	CC1(C)C(=O)NC2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	3566.7	Standard polar	33892256
Adibendan,2TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	3079.5	Semi standard non polar	33892256
Adibendan,2TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	3066.6	Standard non polar	33892256
Adibendan,2TBDMS,isomer #1	CC1(C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC3=C(C=C21)N([Si](C)(C)C(C)(C)C)C(C1=CC=NC=C1)=N3	3217.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Adibendan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0h50-0390000000-a33b5ac4f946f1d648b2	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Adibendan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 10V, Positive-QTOF	splash10-004i-0090000000-4ee5e7eb84b881c5753c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 20V, Positive-QTOF	splash10-004i-0090000000-9c60fed5c90f3e09cbb0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 40V, Positive-QTOF	splash10-053i-0090000000-3c0986093b278d0bdeb4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 10V, Negative-QTOF	splash10-004i-0090000000-915005d387d992e26278	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 20V, Negative-QTOF	splash10-004i-0090000000-ca32150a5f7b7464a388	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Adibendan 40V, Negative-QTOF	splash10-004i-0090000000-0e6314d59f33c206ae05	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

59277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Adibendan

METLIN ID

Not Available

PubChem Compound

65867

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 Adibendan (HMDB0248011)

MOL for HMDB0248011 (Adibendan)

3D MOL for HMDB0248011 (Adibendan)

3D SDF for HMDB0248011 (Adibendan)

3D-SDF for HMDB0248011 (Adibendan)

PDB for HMDB0248011 (Adibendan)

3D PDB for HMDB0248011 (Adibendan)

SMILES for HMDB0248011 (Adibendan)

INCHI for HMDB0248011 (Adibendan)

Structure for HMDB0248011 (Adibendan)

3D Structure for HMDB0248011 (Adibendan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra