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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:39:38 UTC

Update Date

2021-09-26 22:59:52 UTC

HMDB ID

HMDB0249167

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Betrixaban

Description

Betrixaban, also known as PRT 054021 or bevyxxa, 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 Betrixaban. This compound has been identified in human blood as reported by (PMID: 31557052 ). Betrixaban is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Betrixaban 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


  Mrv1652310211600052D          

 32 34  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  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
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

HMDB0249167
     RDKit          3D
Betrixaban
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.7593   -2.1633   -3.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2042   -0.9456   -2.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.9940   -2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.1228   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.1510   -1.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649   -1.0109   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883   -1.0983   -0.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0647   -2.1074   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692   -3.0127   -1.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -2.0525   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3793   -2.7075    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5659   -2.6824    1.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.9832    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -1.9436    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -2.5729    3.2545 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407   -1.2329    1.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306   -1.8900    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1129    0.2025    1.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3285    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.3524   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.1537   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4013    1.4214   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    1.4372   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1930    2.5826   -0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161    3.8526   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    4.1466    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    5.4343    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584    6.4374    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201    8.0838    0.9853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    6.1432    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    4.9141   -0.2405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3057    0.1509   -1.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8274   -2.0421   -3.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1567   -2.5679   -4.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7119   -2.9492   -2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6021   -3.0349   -2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325   -3.0757   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.3927    0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -3.2656    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6718   -3.2023    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -2.5635    3.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1212   -1.5729    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0557   -2.9801    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858   -1.6190   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.4125    2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    0.5801    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3843    0.7313    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735   -0.7791   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.8234   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2201    2.5126   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3968    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    5.6158    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    6.9709    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9313    1.0400   -1.6752 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 21 32  2  0
 32  3  1  0
 20 10  1  0
 31 25  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
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 32 54  1  0
M  END


  Mrv1652310211600052D          

 32 34  0  0  0  0            999 V2000
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  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
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249167

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C23H22ClN5O3/c1-29(2)21(25)14-4-6-15(7-5-14)22(30)27-19-10-9-17(32-3)12-18(19)23(31)28-20-11-8-16(24)13-26-20/h4-13,25H,1-3H3,(H,27,30)(H,26,28,31)

> <INCHI_KEY>
XHOLNRLADUSQLD-UHFFFAOYSA-N

> <FORMULA>
C23H22ClN5O3

> <MOLECULAR_WEIGHT>
451.91

> <EXACT_MASS>
451.1411173

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
47.615095848414754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(5-chloropyridin-2-yl)-2-[4-(N,N-dimethylcarbamimidoyl)benzamido]-5-methoxybenzamide

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
3.028056961251335

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.353612903741531

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.626963274283048

> <JCHEM_PKA_STRONGEST_BASIC>
10.910994095932043

> <JCHEM_POLAR_SURFACE_AREA>
107.41000000000001

> <JCHEM_REFRACTIVITY>
138.29139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
betrixaban

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249167
     RDKit          3D
Betrixaban
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.7593   -2.1633   -3.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2042   -0.9456   -2.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.9940   -2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.1228   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.1510   -1.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649   -1.0109   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883   -1.0983   -0.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0647   -2.1074   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692   -3.0127   -1.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -2.0525   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3793   -2.7075    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5659   -2.6824    1.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.9832    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -1.9436    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -2.5729    3.2545 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407   -1.2329    1.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306   -1.8900    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1129    0.2025    1.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3285    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.3524   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.1537   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4013    1.4214   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    1.4372   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1930    2.5826   -0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161    3.8526   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    4.1466    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    5.4343    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584    6.4374    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201    8.0838    0.9853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    6.1432    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    4.9141   -0.2405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3057    0.1509   -1.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8274   -2.0421   -3.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1567   -2.5679   -4.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7119   -2.9492   -2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6021   -3.0349   -2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325   -3.0757   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.3927    0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -3.2656    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6718   -3.2023    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -2.5635    3.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1212   -1.5729    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0557   -2.9801    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858   -1.6190   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.4125    2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    0.5801    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3843    0.7313    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735   -0.7791   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.8234   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2201    2.5126   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3968    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    5.6158    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    6.9709    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9313    1.0400   -1.6752 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 21 32  2  0
 32  3  1  0
 20 10  1  0
 31 25  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
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 32 54  1  0
M  END

HEADER    PROTEIN                                 21-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-16         0                                  
HETATM    1  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.335  -4.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -5.335 -12.320   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      -9.336 -14.630   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0     -10.669 -16.940   0.000  0.00  0.00           N+0
HETATM   30 Cl   UNK     0      -9.336 -20.790   0.000  0.00  0.00          Cl+0
HETATM   31  O   UNK     0      -5.335 -18.480   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.668 -19.250   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   27                                                            
CONECT   31   18   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0249167
HETATM    1  C1  UNL     1      -6.759  -2.163  -3.167  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.204  -0.946  -2.653  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.909  -0.994  -2.158  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.140  -2.123  -2.132  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.872  -2.151  -1.642  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.265  -1.011  -1.126  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.988  -1.098  -0.518  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.065  -2.107  -0.790  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.269  -3.013  -1.597  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.231  -2.053  -0.041  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.379  -2.708   1.158  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.566  -2.682   1.875  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.647  -1.983   1.388  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.917  -1.944   2.125  1.00  0.00           C  
HETATM   15  N2  UNL     1       5.046  -2.573   3.254  1.00  0.00           N  
HETATM   16  N3  UNL     1       6.041  -1.233   1.650  1.00  0.00           N  
HETATM   17  C12 UNL     1       7.131  -1.890   0.958  1.00  0.00           C  
HETATM   18  C13 UNL     1       6.113   0.203   1.858  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.499  -1.329   0.190  1.00  0.00           C  
HETATM   20  C15 UNL     1       2.307  -1.352  -0.533  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.033   0.154  -1.146  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.401   1.421  -0.705  1.00  0.00           C  
HETATM   23  O3  UNL     1      -1.186   1.437  -0.395  1.00  0.00           O  
HETATM   24  N4  UNL     1      -3.193   2.583  -0.645  1.00  0.00           N  
HETATM   25  C18 UNL     1      -2.716   3.853  -0.243  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.456   4.147   0.147  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.040   5.434   0.534  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.958   6.437   0.514  1.00  0.00           C  
HETATM   29 CL1  UNL     1      -1.520   8.084   0.985  1.00  0.00          CL  
HETATM   30  C22 UNL     1      -3.232   6.143   0.120  1.00  0.00           C  
HETATM   31  N5  UNL     1      -3.595   4.914  -0.241  1.00  0.00           N  
HETATM   32  C23 UNL     1      -4.306   0.151  -1.644  1.00  0.00           C  
HETATM   33  H1  UNL     1      -7.827  -2.042  -3.425  1.00  0.00           H  
HETATM   34  H2  UNL     1      -6.157  -2.568  -4.002  1.00  0.00           H  
HETATM   35  H3  UNL     1      -6.712  -2.949  -2.362  1.00  0.00           H  
HETATM   36  H4  UNL     1      -4.602  -3.035  -2.536  1.00  0.00           H  
HETATM   37  H5  UNL     1      -2.332  -3.076  -1.634  1.00  0.00           H  
HETATM   38  H6  UNL     1      -0.738  -0.393   0.209  1.00  0.00           H  
HETATM   39  H7  UNL     1       0.516  -3.266   1.546  1.00  0.00           H  
HETATM   40  H8  UNL     1       2.672  -3.202   2.821  1.00  0.00           H  
HETATM   41  H9  UNL     1       5.930  -2.563   3.797  1.00  0.00           H  
HETATM   42  H10 UNL     1       8.121  -1.573   1.340  1.00  0.00           H  
HETATM   43  H11 UNL     1       7.056  -2.980   1.091  1.00  0.00           H  
HETATM   44  H12 UNL     1       7.086  -1.619  -0.115  1.00  0.00           H  
HETATM   45  H13 UNL     1       6.908   0.413   2.629  1.00  0.00           H  
HETATM   46  H14 UNL     1       5.135   0.580   2.211  1.00  0.00           H  
HETATM   47  H15 UNL     1       6.384   0.731   0.897  1.00  0.00           H  
HETATM   48  H16 UNL     1       4.373  -0.779  -0.177  1.00  0.00           H  
HETATM   49  H17 UNL     1       2.229  -0.823  -1.475  1.00  0.00           H  
HETATM   50  H18 UNL     1      -4.220   2.513  -0.918  1.00  0.00           H  
HETATM   51  H19 UNL     1      -0.689   3.397   0.183  1.00  0.00           H  
HETATM   52  H20 UNL     1      -0.017   5.616   0.839  1.00  0.00           H  
HETATM   53  H21 UNL     1      -3.952   6.971   0.114  1.00  0.00           H  
HETATM   54  H22 UNL     1      -4.931   1.040  -1.675  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   21
CONECT    7    8   38
CONECT    8    9    9   10
CONECT   10   11   11   20
CONECT   11   12   39
CONECT   12   13   13   40
CONECT   13   14   19
CONECT   14   15   15   16
CONECT   15   41
CONECT   16   17   18
CONECT   17   42   43   44
CONECT   18   45   46   47
CONECT   19   20   20   48
CONECT   20   49
CONECT   21   22   32   32
CONECT   22   23   23   24
CONECT   24   25   50
CONECT   25   26   26   31
CONECT   26   27   51
CONECT   27   28   28   52
CONECT   28   29   30
CONECT   30   31   31   53
CONECT   32   54
END

HMDB0249167
     RDKit          3D
Betrixaban
 54 56  0  0  0  0  0  0  0  0999 V2000
   -6.7593   -2.1633   -3.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2042   -0.9456   -2.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9088   -0.9940   -2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -2.1228   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -2.1510   -1.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2649   -1.0109   -1.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9883   -1.0983   -0.5176 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0647   -2.1074   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2692   -3.0127   -1.5972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2312   -2.0525   -0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3793   -2.7075    1.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5659   -2.6824    1.8753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.9832    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -1.9436    2.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462   -2.5729    3.2545 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407   -1.2329    1.6500 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1306   -1.8900    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1129    0.2025    1.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3285    0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066   -1.3524   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0332    0.1537   -1.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4013    1.4214   -0.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    1.4372   -0.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1930    2.5826   -0.6451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161    3.8526   -0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4560    4.1466    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    5.4343    0.5342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584    6.4374    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201    8.0838    0.9853 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.2317    6.1432    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    4.9141   -0.2405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3057    0.1509   -1.6442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8274   -2.0421   -3.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1567   -2.5679   -4.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7119   -2.9492   -2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6021   -3.0349   -2.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325   -3.0757   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.3927    0.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5158   -3.2656    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6718   -3.2023    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9301   -2.5635    3.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1212   -1.5729    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0557   -2.9801    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0858   -1.6190   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9075    0.4125    2.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    0.5801    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3843    0.7313    0.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3735   -0.7791   -0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -0.8234   -1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2201    2.5126   -0.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.3968    0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    5.6158    0.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523    6.9709    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9313    1.0400   -1.6752 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  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  3
 14 16  1  0
 16 17  1  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
  6 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 21 32  2  0
 32  3  1  0
 20 10  1  0
 31 25  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
 11 39  1  0
 12 40  1  0
 15 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 30 53  1  0
 32 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
PRT 054021	ChEBI
PRT054021	ChEBI
Bevyxxa	Kegg
N-(5-Chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide	MeSH

Chemical Formula

C₂₃H₂₂ClN₅O₃

Average Molecular Weight

451.91

Monoisotopic Molecular Weight

451.1411173

IUPAC Name

N-(5-chloropyridin-2-yl)-2-[4-(N,N-dimethylcarbamimidoyl)benzamido]-5-methoxybenzamide

Traditional Name

betrixaban

CAS Registry Number

Not Available

SMILES

COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1

InChI Identifier

InChI=1S/C23H22ClN5O3/c1-29(2)21(25)14-4-6-15(7-5-14)22(30)27-19-10-9-17(32-3)12-18(19)23(31)28-20-11-8-16(24)13-26-20/h4-13,25H,1-3H3,(H,27,30)(H,26,28,31)

InChI Key

XHOLNRLADUSQLD-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
Benzamide
Benzoic acid or derivatives
Methoxyaniline
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Alkyl aryl ether
Imidolactam
Pyridine
Aryl chloride
Aryl halide
Heteroaromatic compound
Vinylogous amide
Secondary carboxylic acid amide
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboximidamide
Amidine
Carboxylic acid amidine
Ether
Carboxylic acid derivative
Organic oxide
Organohalogen compound
Organochloride
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.86	ALOGPS
logP	3.03	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.63	ChemAxon
pKa (Strongest Basic)	10.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.41 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	138.29 m³·mol⁻¹	ChemAxon
Polarizability	47.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	212.221	30932474
DeepCCS	[M-H]-	209.826	30932474
DeepCCS	[M-2H]-	242.71	30932474
DeepCCS	[M+Na]+	218.532	30932474
AllCCS	[M+H]+	207.2	32859911
AllCCS	[M+H-H2O]+	204.9	32859911
AllCCS	[M+NH4]+	209.2	32859911
AllCCS	[M+Na]+	209.8	32859911
AllCCS	[M-H]-	203.9	32859911
AllCCS	[M+Na-2H]-	204.3	32859911
AllCCS	[M+HCOO]-	204.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Betrixaban	COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1	5557.4	Standard polar	33892256
Betrixaban	COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1	3984.5	Standard non polar	33892256
Betrixaban	COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1	4410.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Betrixaban,1TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4162.8	Semi standard non polar	33892256
Betrixaban,1TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3662.3	Standard non polar	33892256
Betrixaban,1TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5639.7	Standard polar	33892256
Betrixaban,1TMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4289.3	Semi standard non polar	33892256
Betrixaban,1TMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3881.7	Standard non polar	33892256
Betrixaban,1TMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5761.2	Standard polar	33892256
Betrixaban,1TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	4235.1	Semi standard non polar	33892256
Betrixaban,1TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3643.0	Standard non polar	33892256
Betrixaban,1TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	5721.5	Standard polar	33892256
Betrixaban,2TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3994.8	Semi standard non polar	33892256
Betrixaban,2TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3649.2	Standard non polar	33892256
Betrixaban,2TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5131.7	Standard polar	33892256
Betrixaban,2TMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3869.0	Semi standard non polar	33892256
Betrixaban,2TMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3456.0	Standard non polar	33892256
Betrixaban,2TMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	5049.4	Standard polar	33892256
Betrixaban,2TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	4072.5	Semi standard non polar	33892256
Betrixaban,2TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3652.0	Standard non polar	33892256
Betrixaban,2TMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	5190.6	Standard polar	33892256
Betrixaban,3TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3729.3	Semi standard non polar	33892256
Betrixaban,3TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	3488.6	Standard non polar	33892256
Betrixaban,3TMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C)N(C)C)C=C2)[Si](C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C)=C1	4703.3	Standard polar	33892256
Betrixaban,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4410.8	Semi standard non polar	33892256
Betrixaban,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3864.0	Standard non polar	33892256
Betrixaban,1TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5526.1	Standard polar	33892256
Betrixaban,1TBDMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4542.8	Semi standard non polar	33892256
Betrixaban,1TBDMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4035.8	Standard non polar	33892256
Betrixaban,1TBDMS,isomer #2	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5620.9	Standard polar	33892256
Betrixaban,1TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4478.4	Semi standard non polar	33892256
Betrixaban,1TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	3822.1	Standard non polar	33892256
Betrixaban,1TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	5573.5	Standard polar	33892256
Betrixaban,2TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	4404.9	Semi standard non polar	33892256
Betrixaban,2TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	3993.2	Standard non polar	33892256
Betrixaban,2TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)NC2=CC=C(Cl)C=N2)=C1	5071.1	Standard polar	33892256
Betrixaban,2TBDMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4286.7	Semi standard non polar	33892256
Betrixaban,2TBDMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	3825.9	Standard non polar	33892256
Betrixaban,2TBDMS,isomer #2	COC1=CC=C(N(C(=O)C2=CC=C(C(=N)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4993.8	Standard polar	33892256
Betrixaban,2TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4479.6	Semi standard non polar	33892256
Betrixaban,2TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	3974.1	Standard non polar	33892256
Betrixaban,2TBDMS,isomer #3	COC1=CC=C(NC(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	5091.5	Standard polar	33892256
Betrixaban,3TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4325.5	Semi standard non polar	33892256
Betrixaban,3TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	3969.9	Standard non polar	33892256
Betrixaban,3TBDMS,isomer #1	COC1=CC=C(N(C(=O)C2=CC=C(C(=N[Si](C)(C)C(C)(C)C)N(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(C(=O)N(C2=CC=C(Cl)C=N2)[Si](C)(C)C(C)(C)C)=C1	4777.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Betrixaban GC-MS (Non-derivatized) - 70eV, Positive	splash10-003r-5932400000-ca5b1912053bbf68c00d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betrixaban 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 - Betrixaban 10V, Positive-QTOF	splash10-0udi-0100900000-218f1daf9d063f6d2e2b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 20V, Positive-QTOF	splash10-0uk9-0323900000-32aea0536ac5ddc2ebdb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 40V, Positive-QTOF	splash10-003s-2960000000-a4b2967bfc83276710ed	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 10V, Negative-QTOF	splash10-0udi-0100900000-39e339edbbcfefb03738	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 20V, Negative-QTOF	splash10-0udj-0452900000-4e3df4d92ccfff23f62c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 40V, Negative-QTOF	splash10-001j-1970000000-2e9a60fbeb6b30196fcf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 10V, Positive-QTOF	splash10-0udi-0401900000-5ccfa6d71af9e478f947	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 20V, Positive-QTOF	splash10-0umi-1514900000-d090492326511f0aa1a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 40V, Positive-QTOF	splash10-0729-0903100000-037381f459df9435d27a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 10V, Negative-QTOF	splash10-0udi-0220900000-df8761af4bfce4c17f85	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 20V, Negative-QTOF	splash10-0f89-3391300000-72f4281b0be39495d928	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betrixaban 40V, Negative-QTOF	splash10-001i-7933100000-c54c123dd03837614d3a	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

DB12364

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

18981107

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Betrixaban

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

140421

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 Betrixaban (HMDB0249167)

MOL for HMDB0249167 (Betrixaban)

3D MOL for HMDB0249167 (Betrixaban)

3D SDF for HMDB0249167 (Betrixaban)

3D-SDF for HMDB0249167 (Betrixaban)

PDB for HMDB0249167 (Betrixaban)

3D PDB for HMDB0249167 (Betrixaban)

SMILES for HMDB0249167 (Betrixaban)

INCHI for HMDB0249167 (Betrixaban)

Structure for HMDB0249167 (Betrixaban)

3D Structure for HMDB0249167 (Betrixaban)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra