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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:17:45 UTC

Update Date

2021-09-26 23:07:55 UTC

HMDB ID

HMDB0254131

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lixivaptan

Description

Lixivaptan, also known as VPA-985, belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. Based on a literature review a significant number of articles have been published on Lixivaptan. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lixivaptan is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lixivaptan 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


  Mrv1652306131722022D          

 34 38  0  0  0  0            999 V2000
   -1.5271    1.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8768    2.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    2.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0483    2.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5760    3.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    3.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825    2.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    3.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    1.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607    1.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    1.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8834    2.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0614    2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557    3.1662    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0550    1.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273    2.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    0.9244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367    0.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2476   -0.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5441   -0.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969   -0.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0576   -0.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830    0.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    0.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864   -0.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9256    4.3385    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
  5 34  1  0  0  0  0
M  END

HMDB0254131
     RDKit          3D
Lixivaptan
 55 59  0  0  0  0  0  0  0  0999 V2000
    5.5204    2.3969   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    1.2101   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7665    1.4947   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7076    0.4884   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2845   -0.7873    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144   -1.7655    0.1163 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9519   -1.0455    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9615   -0.0490    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.3793    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -1.1018    1.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082   -0.0166   -0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.4199   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.8404   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372   -1.2022   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4791   -1.1596    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251   -1.5371    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8566   -2.7178    1.1936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.0107    0.4153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553   -1.8020    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905   -1.2429    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.2963    2.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5623   -0.7181    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605   -0.3313    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.6503   -0.0566 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -0.3350   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721    0.4669   -1.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738    1.6311   -1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3232    2.5538   -1.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    2.1942   -0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2691    1.0321   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    0.1614   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776   -0.7333    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -0.6586    2.9749 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6599   -0.3814    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4603    2.2063   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683    3.0101    0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7592    3.0490   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0852    2.4863   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485    0.7410   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6110   -2.0485    0.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    0.5429   -1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906   -0.8823   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612   -1.5429   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -2.7962    0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -2.0464    2.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2022   -1.7110    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4741   -0.5910    2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1330    0.1646   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    0.2195   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -1.2633   -1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    1.9090   -2.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3119    3.4780   -2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    2.8879   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    0.7892    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819   -0.0496    1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 15 32  1  0
 32 33  1  0
 32 34  2  0
  8  2  1  0
 34 12  1  0
 31 18  1  0
 24 20  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 34 55  1  0
M  END


  Mrv1652306131722022D          

 34 38  0  0  0  0            999 V2000
   -1.5271    1.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8768    2.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987    2.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0483    2.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5760    3.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    3.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4044    2.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825    2.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    3.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    1.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891    1.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607    1.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    1.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8834    2.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0614    2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3557    3.1662    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0550    1.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273    2.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046    0.9244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295    0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367    0.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591    0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -0.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2476   -0.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5441   -0.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7969   -0.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0576   -0.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8830    0.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    0.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4864   -0.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6610   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9256    4.3385    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
  5 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254131

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=C(F)C=C1C(=O)NC1=CC=C(C(=O)N2CC3=CC=CN3CC3=C2C=CC=C3)C(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H21ClFN3O2/c1-17-8-9-19(29)13-23(17)26(33)30-20-10-11-22(24(28)14-20)27(34)32-16-21-6-4-12-31(21)15-18-5-2-3-7-25(18)32/h2-14H,15-16H2,1H3,(H,30,33)

> <INCHI_KEY>
PPHTXRNHTVLQED-UHFFFAOYSA-N

> <FORMULA>
C27H21ClFN3O2

> <MOLECULAR_WEIGHT>
473.93

> <EXACT_MASS>
473.1306328

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
49.245450671367514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3-chloro-4-{3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),4,6,11,13-pentaene-9-carbonyl}phenyl)-5-fluoro-2-methylbenzamide

> <ALOGPS_LOGP>
4.99

> <JCHEM_LOGP>
5.980511218666667

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.373290206635257

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0793544354857127

> <JCHEM_POLAR_SURFACE_AREA>
54.34

> <JCHEM_REFRACTIVITY>
133.00349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.67e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-chloro-4-{3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),4,6,11,13-pentaene-9-carbonyl}phenyl)-5-fluoro-2-methylbenzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254131
     RDKit          3D
Lixivaptan
 55 59  0  0  0  0  0  0  0  0999 V2000
    5.5204    2.3969   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    1.2101   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7665    1.4947   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7076    0.4884   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2845   -0.7873    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144   -1.7655    0.1163 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9519   -1.0455    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9615   -0.0490    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.3793    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -1.1018    1.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082   -0.0166   -0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.4199   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.8404   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372   -1.2022   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4791   -1.1596    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251   -1.5371    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8566   -2.7178    1.1936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.0107    0.4153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553   -1.8020    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905   -1.2429    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.2963    2.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5623   -0.7181    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605   -0.3313    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.6503   -0.0566 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -0.3350   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721    0.4669   -1.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738    1.6311   -1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3232    2.5538   -1.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    2.1942   -0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2691    1.0321   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    0.1614   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776   -0.7333    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -0.6586    2.9749 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6599   -0.3814    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4603    2.2063   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683    3.0101    0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7592    3.0490   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0852    2.4863   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485    0.7410   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6110   -2.0485    0.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    0.5429   -1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906   -0.8823   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612   -1.5429   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -2.7962    0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -2.0464    2.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2022   -1.7110    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4741   -0.5910    2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1330    0.1646   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    0.2195   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -1.2633   -1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    1.9090   -2.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3119    3.4780   -2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    2.8879   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    0.7892    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819   -0.0496    1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 15 32  1  0
 32 33  1  0
 32 34  2  0
  8  2  1  0
 34 12  1  0
 31 18  1  0
 24 20  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 34 55  1  0
M  END

HEADER    PROTEIN                                 13-JUN-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUN-17         0                                  
HETATM    1  C   UNK     0      -2.851   2.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.503   3.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.038   4.046   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.690   5.441   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.809   6.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.274   6.571   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.622   5.177   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.087   5.044   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.206   6.307   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -0.435   3.649   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.100   3.517   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.752   2.122   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.287   1.990   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.168   3.253   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.516   4.648   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.981   4.780   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       4.397   5.910   0.000  0.00  0.00          Cl+0
HETATM   18  C   UNK     0       5.703   3.120   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.584   4.383   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       6.355   1.726   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       7.895   1.708   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.842   0.494   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.377   0.615   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.966  -0.808   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.795  -1.808   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       8.482  -1.004   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       7.087  -1.656   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.708  -0.973   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.382   0.532   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.915   1.003   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.775  -0.032   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.101  -1.537   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.567  -2.008   0.000  0.00  0.00           C+0
HETATM   34  F   UNK     0      -5.461   8.099   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   11                                                       
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   20   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34    5                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

COMPND    HMDB0254131
HETATM    1  C1  UNL     1       5.520   2.397  -0.186  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.412   1.210  -0.129  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.767   1.495  -0.336  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.708   0.488  -0.251  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.285  -0.787   0.038  1.00  0.00           C  
HETATM    6  F1  UNL     1       9.214  -1.765   0.116  1.00  0.00           F  
HETATM    7  C6  UNL     1       6.952  -1.046   0.237  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.961  -0.049   0.158  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.571  -0.379   0.295  1.00  0.00           C  
HETATM   10  O1  UNL     1       4.273  -1.102   1.316  1.00  0.00           O  
HETATM   11  N1  UNL     1       3.508  -0.017  -0.551  1.00  0.00           N  
HETATM   12  C9  UNL     1       2.176  -0.420  -0.253  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.328  -0.840  -1.244  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.037  -1.202  -0.978  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.479  -1.160   0.321  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.825  -1.537   0.602  1.00  0.00           C  
HETATM   17  O2  UNL     1      -1.857  -2.718   1.194  1.00  0.00           O  
HETATM   18  N2  UNL     1      -3.098  -1.011   0.415  1.00  0.00           N  
HETATM   19  C14 UNL     1      -4.155  -1.802   1.065  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.491  -1.243   0.959  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.391  -1.296   2.054  1.00  0.00           C  
HETATM   22  C17 UNL     1      -7.562  -0.718   1.647  1.00  0.00           C  
HETATM   23  C18 UNL     1      -7.361  -0.331   0.340  1.00  0.00           C  
HETATM   24  N3  UNL     1      -6.120  -0.650  -0.057  1.00  0.00           N  
HETATM   25  C19 UNL     1      -5.602  -0.335  -1.416  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.372   0.467  -1.192  1.00  0.00           C  
HETATM   27  C21 UNL     1      -4.374   1.631  -1.896  1.00  0.00           C  
HETATM   28  C22 UNL     1      -3.323   2.554  -1.784  1.00  0.00           C  
HETATM   29  C23 UNL     1      -2.298   2.194  -0.912  1.00  0.00           C  
HETATM   30  C24 UNL     1      -2.269   1.032  -0.191  1.00  0.00           C  
HETATM   31  C25 UNL     1      -3.331   0.161  -0.347  1.00  0.00           C  
HETATM   32  C26 UNL     1       0.378  -0.733   1.327  1.00  0.00           C  
HETATM   33 CL1  UNL     1      -0.232  -0.659   2.975  1.00  0.00          CL  
HETATM   34  C27 UNL     1       1.660  -0.381   1.019  1.00  0.00           C  
HETATM   35  H1  UNL     1       4.460   2.206  -0.137  1.00  0.00           H  
HETATM   36  H2  UNL     1       5.768   3.010   0.741  1.00  0.00           H  
HETATM   37  H3  UNL     1       5.759   3.049  -1.065  1.00  0.00           H  
HETATM   38  H4  UNL     1       8.085   2.486  -0.559  1.00  0.00           H  
HETATM   39  H5  UNL     1       9.749   0.741  -0.416  1.00  0.00           H  
HETATM   40  H6  UNL     1       6.611  -2.049   0.460  1.00  0.00           H  
HETATM   41  H7  UNL     1       3.608   0.543  -1.433  1.00  0.00           H  
HETATM   42  H8  UNL     1       1.691  -0.882  -2.250  1.00  0.00           H  
HETATM   43  H9  UNL     1      -0.661  -1.543  -1.743  1.00  0.00           H  
HETATM   44  H10 UNL     1      -4.108  -2.796   0.538  1.00  0.00           H  
HETATM   45  H11 UNL     1      -3.856  -2.046   2.112  1.00  0.00           H  
HETATM   46  H12 UNL     1      -6.202  -1.711   3.025  1.00  0.00           H  
HETATM   47  H13 UNL     1      -8.474  -0.591   2.241  1.00  0.00           H  
HETATM   48  H14 UNL     1      -8.133   0.165  -0.255  1.00  0.00           H  
HETATM   49  H15 UNL     1      -6.389   0.220  -1.946  1.00  0.00           H  
HETATM   50  H16 UNL     1      -5.327  -1.263  -1.936  1.00  0.00           H  
HETATM   51  H17 UNL     1      -5.176   1.909  -2.576  1.00  0.00           H  
HETATM   52  H18 UNL     1      -3.312   3.478  -2.338  1.00  0.00           H  
HETATM   53  H19 UNL     1      -1.483   2.888  -0.814  1.00  0.00           H  
HETATM   54  H20 UNL     1      -1.502   0.789   0.489  1.00  0.00           H  
HETATM   55  H21 UNL     1       2.282  -0.050   1.873  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3    8
CONECT    3    4   38
CONECT    4    5    5   39
CONECT    5    6    7
CONECT    7    8    8   40
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   41
CONECT   12   13   13   34
CONECT   13   14   42
CONECT   14   15   15   43
CONECT   15   16   32
CONECT   16   17   17   18
CONECT   18   19   31
CONECT   19   20   44   45
CONECT   20   21   21   24
CONECT   21   22   46
CONECT   22   23   23   47
CONECT   23   24   48
CONECT   24   25
CONECT   25   26   49   50
CONECT   26   27   27   31
CONECT   27   28   51
CONECT   28   29   29   52
CONECT   29   30   53
CONECT   30   31   31   54
CONECT   32   33   34   34
CONECT   34   55
END

HMDB0254131
     RDKit          3D
Lixivaptan
 55 59  0  0  0  0  0  0  0  0999 V2000
    5.5204    2.3969   -0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    1.2101   -0.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7665    1.4947   -0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7076    0.4884   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2845   -0.7873    0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2144   -1.7655    0.1163 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9519   -1.0455    0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9615   -0.0490    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5706   -0.3793    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2732   -1.1018    1.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082   -0.0166   -0.5506 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.4199   -0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3282   -0.8404   -1.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372   -1.2022   -0.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4791   -1.1596    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251   -1.5371    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8566   -2.7178    1.1936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981   -1.0107    0.4153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1553   -1.8020    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905   -1.2429    0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.2963    2.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5623   -0.7181    1.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3605   -0.3313    0.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -0.6503   -0.0566 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6023   -0.3350   -1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3721    0.4669   -1.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3738    1.6311   -1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3232    2.5538   -1.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2976    2.1942   -0.9116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2691    1.0321   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3306    0.1614   -0.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776   -0.7333    1.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322   -0.6586    2.9749 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6599   -0.3814    1.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4603    2.2063   -0.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683    3.0101    0.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7592    3.0490   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0852    2.4863   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7485    0.7410   -0.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6110   -2.0485    0.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6078    0.5429   -1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906   -0.8823   -2.2497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612   -1.5429   -1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080   -2.7962    0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8563   -2.0464    2.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2022   -1.7110    3.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4741   -0.5910    2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1330    0.1646   -0.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3889    0.2195   -1.9456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3273   -1.2633   -1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    1.9090   -2.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3119    3.4780   -2.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    2.8879   -0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5019    0.7892    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819   -0.0496    1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  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
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 15 32  1  0
 32 33  1  0
 32 34  2  0
  8  2  1  0
 34 12  1  0
 31 18  1  0
 24 20  1  0
 31 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  4 39  1  0
  7 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 19 44  1  0
 19 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 27 51  1  0
 28 52  1  0
 29 53  1  0
 30 54  1  0
 34 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Fluoro-2-methyl-N-(4-(5H-pyrrolo(2,1-c)-(1,4)benzodiazepin-10-(11H)-ylcarbonyl)-3-chlorophenyl)benzamide	HMDB
N-4-(3-Chloro-4-(5H-pyrrolo(2,1-C)(1,4)benzodiazepin-10(11H)-ylcarbonyl)phenyl)-5-fluoro-2-methylbenzamide	HMDB
VPA 985	HMDB
VPA-985	HMDB
WAY vpa-985	HMDB
WAY-vpa-985	HMDB
WAY-vpa-985CRTX 080	HMDB
VPA-985lixivaptan	HMDB

Chemical Formula

C₂₇H₂₁ClFN₃O₂

Average Molecular Weight

473.93

Monoisotopic Molecular Weight

473.1306328

IUPAC Name

N-(3-chloro-4-{3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),4,6,11,13-pentaene-9-carbonyl}phenyl)-5-fluoro-2-methylbenzamide

Traditional Name

N-(3-chloro-4-{3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),4,6,11,13-pentaene-9-carbonyl}phenyl)-5-fluoro-2-methylbenzamide

CAS Registry Number

Not Available

SMILES

CC1=CC=C(F)C=C1C(=O)NC1=CC=C(C(=O)N2CC3=CC=CN3CC3=C2C=CC=C3)C(Cl)=C1

InChI Identifier

InChI=1S/C27H21ClFN3O2/c1-17-8-9-19(29)13-23(17)26(33)30-20-10-11-22(24(28)14-20)27(34)32-16-21-6-4-12-31(21)15-18-5-2-3-7-25(18)32/h2-14H,15-16H2,1H3,(H,30,33)

InChI Key

PPHTXRNHTVLQED-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
1,4-benzodiazepine
Benzodiazepine
2-halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
O-toluamide
Benzoic acid or derivatives
Toluamide
Benzoyl
Halobenzene
Toluene
Fluorobenzene
Chlorobenzene
Aryl halide
Aryl fluoride
Aryl chloride
Vinylogous halide
Tertiary carboxylic acid amide
Pyrrole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organofluoride
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 (HMDB: HMDB0254131)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.99	ALOGPS
logP	5.98	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	12.37	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.34 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	133 m³·mol⁻¹	ChemAxon
Polarizability	49.25 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]+	214.368	30932474
DeepCCS	[M-H]-	211.973	30932474
DeepCCS	[M-2H]-	244.856	30932474
DeepCCS	[M+Na]+	220.281	30932474
AllCCS	[M+H]+	210.5	32859911
AllCCS	[M+H-H2O]+	208.4	32859911
AllCCS	[M+NH4]+	212.3	32859911
AllCCS	[M+Na]+	212.8	32859911
AllCCS	[M-H]-	192.0	32859911
AllCCS	[M+Na-2H]-	191.0	32859911
AllCCS	[M+HCOO]-	190.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	18.1467 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3047.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	405.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	235.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	210.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	162.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	787.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	799.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	90.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1693.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	579.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1853.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	548.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	461.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	287.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	242.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lixivaptan	CC1=CC=C(F)C=C1C(=O)NC1=CC=C(C(=O)N2CC3=CC=CN3CC3=C2C=CC=C3)C(Cl)=C1	5411.1	Standard polar	33892256
Lixivaptan	CC1=CC=C(F)C=C1C(=O)NC1=CC=C(C(=O)N2CC3=CC=CN3CC3=C2C=CC=C3)C(Cl)=C1	3968.8	Standard non polar	33892256
Lixivaptan	CC1=CC=C(F)C=C1C(=O)NC1=CC=C(C(=O)N2CC3=CC=CN3CC3=C2C=CC=C3)C(Cl)=C1	4091.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lixivaptan,1TMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C	3842.8	Semi standard non polar	33892256
Lixivaptan,1TMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C	3605.5	Standard non polar	33892256
Lixivaptan,1TMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C	4740.2	Standard polar	33892256
Lixivaptan,1TBDMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C(C)(C)C	4059.1	Semi standard non polar	33892256
Lixivaptan,1TBDMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C(C)(C)C	3809.7	Standard non polar	33892256
Lixivaptan,1TBDMS,isomer #1	CC1=CC=C(F)C=C1C(=O)N(C1=CC=C(C(=O)N2CC3=CC=CN3CC3=CC=CC=C32)C(Cl)=C1)[Si](C)(C)C(C)(C)C	4761.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lixivaptan GC-MS (Non-derivatized) - 70eV, Positive	splash10-002u-9500000000-0bda8b4d08dc950c0569	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lixivaptan 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 - Lixivaptan 10V, Positive-QTOF	splash10-00di-0110900000-55d50135d5b975506810	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 20V, Positive-QTOF	splash10-000l-0930400000-e3a6a773b6bfa9411cdb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 40V, Positive-QTOF	splash10-0f79-4930000000-c39675e8fa3fde0d7b71	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 10V, Negative-QTOF	splash10-00di-0000900000-ad1882cf9c7594432338	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 20V, Negative-QTOF	splash10-00di-0402900000-c0299a543c627c5bf9b6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 40V, Negative-QTOF	splash10-053r-0901000000-3a4fa230b6ad4b25c97d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 10V, Positive-QTOF	splash10-00di-0000900000-8d3d3c414912f96d5d1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 20V, Positive-QTOF	splash10-00dr-0400900000-2c694bde24a438ac5abe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 40V, Positive-QTOF	splash10-0pir-3900200000-77364acf67a34b244dcd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 10V, Negative-QTOF	splash10-00di-0000900000-c8865dcac70cb7ee611d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 20V, Negative-QTOF	splash10-00di-0102900000-f3555a98de2acff1704c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lixivaptan 40V, Negative-QTOF	splash10-001i-3900000000-19d65f8dd1284a8c794d	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

DB06666

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

151067

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lixivaptan

METLIN ID

Not Available

PubChem Compound

172997

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 Lixivaptan (HMDB0254131)

MOL for HMDB0254131 (Lixivaptan)

3D MOL for HMDB0254131 (Lixivaptan)

3D SDF for HMDB0254131 (Lixivaptan)

3D-SDF for HMDB0254131 (Lixivaptan)

PDB for HMDB0254131 (Lixivaptan)

3D PDB for HMDB0254131 (Lixivaptan)

SMILES for HMDB0254131 (Lixivaptan)

INCHI for HMDB0254131 (Lixivaptan)

Structure for HMDB0254131 (Lixivaptan)

3D Structure for HMDB0254131 (Lixivaptan)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra