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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:12:56 UTC

Update Date

2021-09-26 23:01:34 UTC

HMDB ID

HMDB0250232

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ciclazindol

Description

Ciclazindol belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review a significant number of articles have been published on Ciclazindol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ciclazindol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ciclazindol 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

HMDB0250232
     RDKit          3D
Ciclazindol
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.4997    0.2296   -2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.0974   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -0.2925   -0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.4949    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.8612    1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0394    0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269   -0.8414   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4458   -1.0647   -1.5046 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -0.4745   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.8457   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -2.1038   -0.7311 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0791   -2.7975   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358   -2.1472    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585   -0.6834    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162   -0.0755    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3414    1.3052    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    2.4147    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3689    3.6380    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    3.7699    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    2.6733   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    1.4133   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240   -0.6646   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.3709    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.0208    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -1.3316    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -0.3117   -2.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518   -3.8538   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -2.7980   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.6152    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676   -2.2868    1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.1775    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -0.5983   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742    2.2821    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097    4.4739    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    4.7415    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    2.7121   -0.9439 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

  Mrv1652309112109132D          

 21 24  0  0  0  0            999 V2000
    1.9749   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7200   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.4349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4139   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7729   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5179   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7110   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1589   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3339   -1.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5165    0.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1115    1.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5314    2.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564    2.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7614    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2865    1.3333    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1514    0.5973    0.0000 O   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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250232

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1(C2=NCCCN2C2=CC=CC=C12)C1=CC(Cl)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H15ClN2O/c18-13-6-3-5-12(11-13)17(21)14-7-1-2-8-15(14)20-10-4-9-19-16(17)20/h1-3,5-8,11,21H,4,9-10H2

> <INCHI_KEY>
VKQDZNZTPGLGFD-UHFFFAOYSA-N

> <FORMULA>
C17H15ClN2O

> <MOLECULAR_WEIGHT>
298.77

> <EXACT_MASS>
298.0872908

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.18176000548693

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-(3-chlorophenyl)-2H,3H,4H,10H-pyrimido[1,2-a]indol-10-ol

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
2.9183529559999997

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.946884754249

> <JCHEM_PKA_STRONGEST_BASIC>
5.027659376709366

> <JCHEM_POLAR_SURFACE_AREA>
35.83

> <JCHEM_REFRACTIVITY>
84.59120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ciclazindol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250232
     RDKit          3D
Ciclazindol
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.4997    0.2296   -2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.0974   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -0.2925   -0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.4949    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.8612    1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0394    0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269   -0.8414   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4458   -1.0647   -1.5046 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -0.4745   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.8457   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -2.1038   -0.7311 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0791   -2.7975   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358   -2.1472    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585   -0.6834    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162   -0.0755    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3414    1.3052    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    2.4147    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3689    3.6380    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    3.7699    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    2.6733   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    1.4133   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240   -0.6646   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.3709    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.0208    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -1.3316    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -0.3117   -2.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518   -3.8538   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -2.7980   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.6152    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676   -2.2868    1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.1775    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -0.5983   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742    2.2821    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097    4.4739    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    4.7415    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    2.7121   -0.9439 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  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       3.687  -3.421   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.211  -1.956   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.241  -0.812   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.747  -1.132   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.993  -0.227   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.239  -1.132   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.746  -0.812   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.776  -1.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.300  -3.421   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.794  -3.741   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.763  -2.597   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.223  -2.597   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.193  -3.741   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.237   1.115   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.697   1.131   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.941   2.473   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.725   3.798   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.265   3.782   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.021   2.440   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       2.402   2.489   0.000  0.00  0.00          Cl+0
HETATM   21  O   UNK     0       7.749   1.115   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6   14   21                                             
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11    4   13                                                  
CONECT   13   12    1                                                       
CONECT   14    5   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   16                                                            
CONECT   21    5                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0250232
HETATM    1  O1  UNL     1      -0.500   0.230  -2.315  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.387   0.097  -0.912  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.681  -0.293  -0.317  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.814  -0.495   1.038  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.014  -0.861   1.620  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.142  -1.039   0.845  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.027  -0.841  -0.511  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -5.446  -1.065  -1.505  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -2.817  -0.474  -1.079  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.716  -0.846  -0.567  1.00  0.00           C  
HETATM   11  N1  UNL     1       0.898  -2.104  -0.731  1.00  0.00           N  
HETATM   12  C9  UNL     1       2.079  -2.798  -0.299  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.736  -2.147   0.878  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.959  -0.683   0.565  1.00  0.00           C  
HETATM   15  N2  UNL     1       1.716  -0.076   0.073  1.00  0.00           N  
HETATM   16  C12 UNL     1       1.341   1.305   0.161  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.990   2.415   0.692  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.369   3.638   0.627  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.127   3.770   0.046  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.511   2.673  -0.478  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.098   1.413  -0.425  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.524  -0.665  -2.736  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.970  -0.371   1.697  1.00  0.00           H  
HETATM   24  H3  UNL     1      -3.121  -1.021   2.683  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.102  -1.332   1.299  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.703  -0.312  -2.153  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.852  -3.854  -0.050  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.853  -2.798  -1.123  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.730  -2.615   1.038  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.168  -2.287   1.819  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.335  -0.178   1.469  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.734  -0.598  -0.221  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.974   2.282   1.147  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.910   4.474   1.053  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.346   4.742   0.004  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.481   2.712  -0.944  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3   10   21
CONECT    3    4    4    9
CONECT    4    5   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8    9    9
CONECT    9   26
CONECT   10   11   11   15
CONECT   11   12
CONECT   12   13   27   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16
CONECT   16   17   17   21
CONECT   17   18   33
CONECT   18   19   19   34
CONECT   19   20   35
CONECT   20   21   21   36
END

HMDB0250232
     RDKit          3D
Ciclazindol
 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.4997    0.2296   -2.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    0.0974   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6812   -0.2925   -0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -0.4949    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141   -0.8612    1.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1415   -1.0394    0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269   -0.8414   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4458   -1.0647   -1.5046 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -0.4745   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.8457   -0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -2.1038   -0.7311 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0791   -2.7975   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7358   -2.1472    0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585   -0.6834    0.5654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162   -0.0755    0.0729 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3414    1.3052    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    2.4147    0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3689    3.6380    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271    3.7699    0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5115    2.6733   -0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0982    1.4133   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5240   -0.6646   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -0.3709    1.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -1.0208    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1023   -1.3316    1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -0.3117   -2.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8518   -3.8538   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -2.7980   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -2.6152    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1676   -2.2868    1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3353   -0.1775    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -0.5983   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742    2.2821    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9097    4.4739    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    4.7415    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    2.7121   -0.9439 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  2  1  0
  9  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 12 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 17 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-(m-Chlorophenyl)-2,3,4,10-tetrahydropyrimidol(1,2-a)indole-10-ol hydrochloride	HMDB

Chemical Formula

C₁₇H₁₅ClN₂O

Average Molecular Weight

298.77

Monoisotopic Molecular Weight

298.0872908

IUPAC Name

10-(3-chlorophenyl)-2H,3H,4H,10H-pyrimido[1,2-a]indol-10-ol

Traditional Name

ciclazindol

CAS Registry Number

Not Available

SMILES

OC1(C2=NCCCN2C2=CC=CC=C12)C1=CC(Cl)=CC=C1

InChI Identifier

InChI=1S/C17H15ClN2O/c18-13-6-3-5-12(11-13)17(21)14-7-1-2-8-15(14)20-10-4-9-19-16(17)20/h1-3,5-8,11,21H,4,9-10H2

InChI Key

VKQDZNZTPGLGFD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Imidolactam
Hydropyrimidine
1,4,5,6-tetrahydropyrimidine
Benzenoid
Tertiary alcohol
Amidine
Carboxylic acid amidine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organohalogen compound
Organochloride
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	3.12	ALOGPS
logP	2.92	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.95	ChemAxon
pKa (Strongest Basic)	5.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.59 m³·mol⁻¹	ChemAxon
Polarizability	31.18 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	190.516	30932474
DeepCCS	[M+Na]+	165.942	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ciclazindol	OC1(C2=NCCCN2C2=CC=CC=C12)C1=CC(Cl)=CC=C1	3557.1	Standard polar	33892256
Ciclazindol	OC1(C2=NCCCN2C2=CC=CC=C12)C1=CC(Cl)=CC=C1	2466.6	Standard non polar	33892256
Ciclazindol	OC1(C2=NCCCN2C2=CC=CC=C12)C1=CC(Cl)=CC=C1	2507.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ciclazindol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3790000000-32209cedeb892710e832	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciclazindol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciclazindol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciclazindol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - Ciclazindol 10V, Positive-QTOF	splash10-0002-0090000000-e3b07171b9217ae288f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciclazindol 20V, Positive-QTOF	splash10-0002-0090000000-e3b07171b9217ae288f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciclazindol 40V, Positive-QTOF	splash10-0a59-1930000000-f10935cf4318b7f52b0b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciclazindol 10V, Negative-QTOF	splash10-0002-0090000000-430ddfaded8d6453090b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciclazindol 20V, Negative-QTOF	splash10-0002-0190000000-a9e2140123db888596eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciclazindol 40V, Negative-QTOF	splash10-001i-9440000000-10037b74d3d455c48b79	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

34683

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ciclazindol

METLIN ID

Not Available

PubChem Compound

37825

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 Ciclazindol (HMDB0250232)

MOL for HMDB0250232 (Ciclazindol)

3D MOL for HMDB0250232 (Ciclazindol)

3D SDF for HMDB0250232 (Ciclazindol)

3D-SDF for HMDB0250232 (Ciclazindol)

PDB for HMDB0250232 (Ciclazindol)

3D PDB for HMDB0250232 (Ciclazindol)

SMILES for HMDB0250232 (Ciclazindol)

INCHI for HMDB0250232 (Ciclazindol)

Structure for HMDB0250232 (Ciclazindol)

3D Structure for HMDB0250232 (Ciclazindol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra