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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:32:09 UTC

Update Date

2021-09-26 23:12:54 UTC

HMDB ID

HMDB0256909

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate

Description

(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate, also known as 6-chloro-1,3,4,9-tetrahydro-1-(4-methoxyphenyl)-, 4-chlorophenyl ester, (1S)-2H-pyrido(3,4-b)indole-2-carboxylic acid or emvododstat, belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on (4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). (4-chlorophenyl) (1r)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate 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

  Mrv1652309112119322D          

 32 36  0  0  0  0            999 V2000
    5.2351   -3.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -3.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    0.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854    0.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403    0.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1883   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -0.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5473   -0.0036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 Cl  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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0256909
     RDKit          3D
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3...
 52 56  0  0  0  0  0  0  0  0999 V2000
   -3.3053   -4.9598    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8390   -4.2590    0.2360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -3.0481    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -2.4826    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -1.2819    1.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.6228    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    0.6589    0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    1.7874    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465    2.2624    1.1778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    3.2944    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956    4.1240    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    5.1501    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    5.3724   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    6.6663   -2.1175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    4.5370   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598    3.5109   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    2.5544   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955    2.2592   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.7955   -1.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373    0.7552   -0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -0.2257   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -1.1469    0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319   -0.2333   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1829   -1.2145   -0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -2.4233   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2212   -3.3670   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -3.0946    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4490   -4.2687    0.4697 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1460   -1.8826    0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.9488    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -1.2108   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -2.4170   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0643   -4.3581    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7350   -5.9253    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4829   -5.2471    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -2.9633    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.8589    2.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    0.7490    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.8936    2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900    3.9864    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660    5.7923    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    4.6945   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.5436   -2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296    3.2044   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    1.3647   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.6318   -0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701   -2.6258   -1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2550   -4.3195   -1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019   -1.6578    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1548   -0.0108    0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7237   -0.6742   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -2.8604   -1.8147 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 20  7  1  0
 30 24  1  0
 17  8  2  0
 16 10  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 31 51  1  0
 32 52  1  0
M  END

  Mrv1652309112119322D          

 32 36  0  0  0  0            999 V2000
    5.2351   -3.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -3.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662   -2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113   -1.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3194    0.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1264    0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784    1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854    0.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403    0.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1883   -0.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -0.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5473   -0.0036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 Cl  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
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 10 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256909

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1N(CCC2=C1NC1=C2C=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H20Cl2N2O3/c1-31-18-7-2-15(3-8-18)24-23-20(21-14-17(27)6-11-22(21)28-23)12-13-29(24)25(30)32-19-9-4-16(26)5-10-19/h2-11,14,24,28H,12-13H2,1H3

> <INCHI_KEY>
SRSHBZRURUNOSM-UHFFFAOYSA-N

> <FORMULA>
C25H20Cl2N2O3

> <MOLECULAR_WEIGHT>
467.35

> <EXACT_MASS>
466.0850979

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
48.8949029695875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-chlorophenyl 6-chloro-1-(4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-2-carboxylate

> <ALOGPS_LOGP>
5.92

> <JCHEM_LOGP>
6.312096402666667

> <ALOGPS_LOGS>
-5.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.063464282027553

> <JCHEM_PKA_STRONGEST_BASIC>
-4.824852627807846

> <JCHEM_POLAR_SURFACE_AREA>
54.559999999999995

> <JCHEM_REFRACTIVITY>
124.90230000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chlorophenyl 6-chloro-1-(4-methoxyphenyl)-1H,3H,4H,9H-pyrido[3,4-b]indole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256909
     RDKit          3D
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3...
 52 56  0  0  0  0  0  0  0  0999 V2000
   -3.3053   -4.9598    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8390   -4.2590    0.2360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -3.0481    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -2.4826    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -1.2819    1.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.6228    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    0.6589    0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    1.7874    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465    2.2624    1.1778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    3.2944    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956    4.1240    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    5.1501    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    5.3724   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    6.6663   -2.1175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    4.5370   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598    3.5109   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    2.5544   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955    2.2592   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.7955   -1.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373    0.7552   -0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -0.2257   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -1.1469    0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319   -0.2333   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1829   -1.2145   -0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -2.4233   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2212   -3.3670   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -3.0946    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4490   -4.2687    0.4697 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1460   -1.8826    0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.9488    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -1.2108   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -2.4170   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0643   -4.3581    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7350   -5.9253    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4829   -5.2471    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -2.9633    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.8589    2.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    0.7490    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.8936    2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900    3.9864    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660    5.7923    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    4.6945   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.5436   -2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296    3.2044   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    1.3647   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.6318   -0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701   -2.6258   -1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2550   -4.3195   -1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019   -1.6578    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1548   -0.0108    0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7237   -0.6742   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -2.8604   -1.8147 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 20  7  1  0
 30 24  1  0
 17  8  2  0
 16 10  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 31 51  1  0
 32 52  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       9.772  -6.873   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.266  -6.553   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.790  -5.089   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.284  -4.768   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.808  -3.304   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.344  -2.479   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.820  -3.944   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       7.393   0.450   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.899   0.130   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.375  -1.335   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.930   1.274   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.436   0.954   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.466   2.098   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.973   1.778   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.449   0.314   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.418  -0.831   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.912  -0.511   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      15.955  -0.007   0.000  0.00  0.00          Cl+0
HETATM   25  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   32 Cl   UNK     0      -0.727   3.059   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   14                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
CONECT   25   11   26   31                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26   10                                                       
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30   25                                                       
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

COMPND    HMDB0256909
HETATM    1  C1  UNL     1      -3.305  -4.960   1.352  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.839  -4.259   0.236  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.175  -3.048   0.326  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.949  -2.483   1.559  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.287  -1.282   1.598  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.843  -0.623   0.473  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.144   0.659   0.621  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.078   1.787   0.397  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.047   2.262   1.178  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.657   3.294   0.601  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.696   4.124   0.972  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.155   5.150   0.173  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.563   5.372  -1.053  1.00  0.00           C  
HETATM   14 CL1  UNL     1      -4.104   6.666  -2.118  1.00  0.00          CL  
HETATM   15  C12 UNL     1      -2.524   4.537  -1.416  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.060   3.511  -0.625  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.072   2.554  -0.732  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.095   2.259  -1.789  1.00  0.00           C  
HETATM   19  C16 UNL     1       1.185   1.795  -1.181  1.00  0.00           C  
HETATM   20  N2  UNL     1       1.037   0.755  -0.205  1.00  0.00           N  
HETATM   21  C17 UNL     1       2.053  -0.226  -0.012  1.00  0.00           C  
HETATM   22  O2  UNL     1       1.936  -1.147   0.845  1.00  0.00           O  
HETATM   23  O3  UNL     1       3.232  -0.233  -0.748  1.00  0.00           O  
HETATM   24  C18 UNL     1       4.183  -1.215  -0.513  1.00  0.00           C  
HETATM   25  C19 UNL     1       4.229  -2.423  -1.157  1.00  0.00           C  
HETATM   26  C20 UNL     1       5.221  -3.367  -0.867  1.00  0.00           C  
HETATM   27  C21 UNL     1       6.182  -3.095   0.082  1.00  0.00           C  
HETATM   28 CL2  UNL     1       7.449  -4.269   0.470  1.00  0.00          CL  
HETATM   29  C22 UNL     1       6.146  -1.883   0.736  1.00  0.00           C  
HETATM   30  C23 UNL     1       5.147  -0.949   0.436  1.00  0.00           C  
HETATM   31  C24 UNL     1      -1.081  -1.211  -0.769  1.00  0.00           C  
HETATM   32  C25 UNL     1      -1.745  -2.417  -0.822  1.00  0.00           C  
HETATM   33  H1  UNL     1      -4.064  -4.358   1.925  1.00  0.00           H  
HETATM   34  H2  UNL     1      -3.735  -5.925   1.005  1.00  0.00           H  
HETATM   35  H3  UNL     1      -2.483  -5.247   2.061  1.00  0.00           H  
HETATM   36  H4  UNL     1      -2.280  -2.963   2.490  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.122  -0.859   2.596  1.00  0.00           H  
HETATM   38  H6  UNL     1       0.199   0.749   1.679  1.00  0.00           H  
HETATM   39  H7  UNL     1      -2.316   1.894   2.127  1.00  0.00           H  
HETATM   40  H8  UNL     1      -4.190   3.986   1.925  1.00  0.00           H  
HETATM   41  H9  UNL     1      -4.966   5.792   0.471  1.00  0.00           H  
HETATM   42  H10 UNL     1      -2.040   4.694  -2.383  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.467   1.544  -2.545  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.130   3.204  -2.353  1.00  0.00           H  
HETATM   45  H13 UNL     1       1.820   1.365  -2.010  1.00  0.00           H  
HETATM   46  H14 UNL     1       1.795   2.632  -0.770  1.00  0.00           H  
HETATM   47  H15 UNL     1       3.470  -2.626  -1.900  1.00  0.00           H  
HETATM   48  H16 UNL     1       5.255  -4.320  -1.377  1.00  0.00           H  
HETATM   49  H17 UNL     1       6.902  -1.658   1.489  1.00  0.00           H  
HETATM   50  H18 UNL     1       5.155  -0.011   0.971  1.00  0.00           H  
HETATM   51  H19 UNL     1      -0.724  -0.674  -1.633  1.00  0.00           H  
HETATM   52  H20 UNL     1      -1.921  -2.860  -1.815  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3
CONECT    3    4    4   32
CONECT    4    5   36
CONECT    5    6    6   37
CONECT    6    7   31
CONECT    7    8   20   38
CONECT    8    9   17   17
CONECT    9   10   39
CONECT   10   11   11   16
CONECT   11   12   40
CONECT   12   13   13   41
CONECT   13   14   15
CONECT   15   16   16   42
CONECT   16   17
CONECT   17   18
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   25   25   30
CONECT   25   26   47
CONECT   26   27   27   48
CONECT   27   28   29
CONECT   29   30   30   49
CONECT   30   50
CONECT   31   32   32   51
CONECT   32   52
END

HMDB0256909
     RDKit          3D
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3...
 52 56  0  0  0  0  0  0  0  0999 V2000
   -3.3053   -4.9598    1.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8390   -4.2590    0.2360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1750   -3.0481    0.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485   -2.4826    1.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2866   -1.2819    1.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.6228    0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    0.6589    0.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0782    1.7874    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0465    2.2624    1.1778 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    3.2944    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6956    4.1240    0.9715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1546    5.1501    0.1727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5631    5.3724   -1.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1042    6.6663   -2.1175 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5235    4.5370   -1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0598    3.5109   -0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722    2.5544   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955    2.2592   -1.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.7955   -1.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0373    0.7552   -0.2049 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -0.2257   -0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9355   -1.1469    0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319   -0.2333   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1829   -1.2145   -0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -2.4233   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2212   -3.3670   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -3.0946    0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4490   -4.2687    0.4697 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.1460   -1.8826    0.7363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -0.9488    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813   -1.2108   -0.7688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7452   -2.4170   -0.8216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0643   -4.3581    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7350   -5.9253    1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4829   -5.2471    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -2.9633    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.8589    2.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1988    0.7490    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3162    1.8936    2.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1900    3.9864    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9660    5.7923    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0397    4.6945   -2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4675    1.5436   -2.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296    3.2044   -2.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    1.3647   -2.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7952    2.6318   -0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701   -2.6258   -1.9002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2550   -4.3195   -1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019   -1.6578    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1548   -0.0108    0.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7237   -0.6742   -1.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210   -2.8604   -1.8147 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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 20  7  1  0
 30 24  1  0
 17  8  2  0
 16 10  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  5 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 15 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 25 47  1  0
 26 48  1  0
 29 49  1  0
 30 50  1  0
 31 51  1  0
 32 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylic acid	Generator
4-Chlorophenyl 6-chloro-1-(4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-2-carboxylic acid	HMDB
6-Chloro-1,3,4,9-tetrahydro-1-(4-methoxyphenyl)-, 4-chlorophenyl ester, (1S)-2H-pyrido(3,4-b)indole-2-carboxylic acid	HMDB
Emvododstat	HMDB

Chemical Formula

C₂₅H₂₀Cl₂N₂O₃

Average Molecular Weight

467.35

Monoisotopic Molecular Weight

466.0850979

IUPAC Name

4-chlorophenyl 6-chloro-1-(4-methoxyphenyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-2-carboxylate

Traditional Name

4-chlorophenyl 6-chloro-1-(4-methoxyphenyl)-1H,3H,4H,9H-pyrido[3,4-b]indole-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1N(CCC2=C1NC1=C2C=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C25H20Cl2N2O3/c1-31-18-7-2-15(3-8-18)24-23-20(21-14-17(27)6-11-22(21)28-23)12-13-29(24)25(30)32-19-9-4-16(26)5-10-19/h2-11,14,24,28H,12-13H2,1H3

InChI Key

SRSHBZRURUNOSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
3-alkylindole
Indole or derivatives
Indole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Halobenzene
Chlorobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Carbamic acid ester
Pyrrole
Azacycle
Organoheterocyclic compound
Ether
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organochloride
Organohalogen 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	5.92	ALOGPS
logP	6.31	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	15.06	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.56 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	124.9 m³·mol⁻¹	ChemAxon
Polarizability	48.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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+H]+	205.226	30932474
DeepCCS	[M-H]-	202.831	30932474
DeepCCS	[M-2H]-	235.835	30932474
DeepCCS	[M+Na]+	211.229	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate	COC1=CC=C(C=C1)C1N(CCC2=C1NC1=C2C=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	5322.1	Standard polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate	COC1=CC=C(C=C1)C1N(CCC2=C1NC1=C2C=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	3829.3	Standard non polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate	COC1=CC=C(C=C1)C1N(CCC2=C1NC1=C2C=C(Cl)C=C1)C(=O)OC1=CC=C(Cl)C=C1	4055.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C)C=C1	4083.0	Semi standard non polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C)C=C1	3043.2	Standard non polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C)C=C1	4922.3	Standard polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TBDMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C(C)(C)C)C=C1	4212.6	Semi standard non polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TBDMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C(C)(C)C)C=C1	3230.2	Standard non polar	33892256
(4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate,1TBDMS,isomer #1	COC1=CC=C(C2C3=C(CCN2C(=O)OC2=CC=C(Cl)C=C2)C2=CC(Cl)=CC=C2N3[Si](C)(C)C(C)(C)C)C=C1	4906.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-020r-0947200000-71b81b9511b60306c329	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate 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

9365620

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11190538

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 (4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate (HMDB0256909)

MOL for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

3D MOL for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

3D SDF for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

3D-SDF for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

PDB for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

3D PDB for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

SMILES for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

INCHI for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

Structure for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

3D Structure for HMDB0256909 ((4-Chlorophenyl) (1R)-6-chloro-1-(4-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra