Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:00:59 UTC

Update Date

2021-09-26 23:02:34 UTC

HMDB ID

HMDB0250868

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Darexaban

Description

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


  Mrv1652310201623502D          

 35 38  0  0  0  0            999 V2000
    1.7076    6.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    5.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    5.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    4.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    3.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    0.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    0.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215   -0.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070    0.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4794    2.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1939    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  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
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

HMDB0250868
     RDKit          3D
Darexaban
 65 68  0  0  0  0  0  0  0  0999 V2000
    7.1846    2.3625   -3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606    1.8811   -3.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.4134   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4081    1.4121   -1.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.9593    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272    0.4736    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.0010    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125   -0.2250    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110   -0.1734    2.2700 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.6247    3.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549   -0.9524    4.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643   -1.3908    5.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -1.5049    6.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -1.1858    5.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -1.2979    5.2343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.7613    3.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -0.4338    2.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1331   -1.4833    1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819   -2.6658    2.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -1.2687    0.8143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554   -2.3453    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2294   -2.1126   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8380   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070   -0.5897   -2.3489 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4078   -1.6852   -2.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7681   -1.0136   -2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914   -0.2308   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    1.0272   -1.5749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4597    2.0321   -1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6762    1.5466   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.6898   -3.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    0.2320   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.0023    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9123    0.4610   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560    0.9271   -1.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827    2.6118   -4.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9545    1.6543   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297    3.3214   -2.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055    1.7877   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549    0.9842    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4177    0.0426    1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172   -0.8787    4.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8561   -1.6420    6.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -1.8393    6.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -1.0500    4.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492    0.5094    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -3.3356    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6616   -2.9709   -1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1093   -2.1571   -3.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -2.4146   -1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7839   -0.4849   -3.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228   -1.8468   -3.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2144   -0.1431   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306   -0.8774   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    3.0254   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826    2.1499   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4573    1.7177   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    2.5111   -2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    1.8943   -3.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6118    0.5163   -4.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326    1.1596   -2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    1.2468   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    0.8931    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    0.0840   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5179    0.8995   -2.5428 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 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  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 23 32  1  0
 32 33  2  0
  6 34  1  0
 34 35  2  0
 35  3  1  0
 16 10  1  0
 33 20  1  0
 31 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  0
M  END


  Mrv1652310201623502D          

 35 38  0  0  0  0            999 V2000
    1.7076    6.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    5.9031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    5.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    4.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512    5.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    3.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    2.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636    0.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    0.3833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -0.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926   -2.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4781   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215   -0.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9070    0.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3360    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7649    0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504    0.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4794    2.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1939    1.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  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
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250868

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C(=O)NC1=C(NC(=O)C2=CC=C(C=C2)N2CCCN(C)CC2)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H30N4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34)

> <INCHI_KEY>
IJNIQYINMSGIPS-UHFFFAOYSA-N

> <FORMULA>
C27H30N4O4

> <MOLECULAR_WEIGHT>
474.561

> <EXACT_MASS>
474.226705462

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
52.35726710421517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[2-hydroxy-6-(4-methoxybenzamido)phenyl]-4-(4-methyl-1,4-diazepan-1-yl)benzamide

> <ALOGPS_LOGP>
4.03

> <JCHEM_LOGP>
2.9573915869600746

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.910782238350485

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.32298154961804

> <JCHEM_PKA_STRONGEST_BASIC>
8.95300491819883

> <JCHEM_POLAR_SURFACE_AREA>
94.14

> <JCHEM_REFRACTIVITY>
140.91319999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
darexaban

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250868
     RDKit          3D
Darexaban
 65 68  0  0  0  0  0  0  0  0999 V2000
    7.1846    2.3625   -3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606    1.8811   -3.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.4134   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4081    1.4121   -1.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.9593    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272    0.4736    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.0010    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125   -0.2250    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110   -0.1734    2.2700 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.6247    3.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549   -0.9524    4.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643   -1.3908    5.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -1.5049    6.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -1.1858    5.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -1.2979    5.2343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.7613    3.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -0.4338    2.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1331   -1.4833    1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819   -2.6658    2.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -1.2687    0.8143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554   -2.3453    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2294   -2.1126   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8380   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070   -0.5897   -2.3489 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4078   -1.6852   -2.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7681   -1.0136   -2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914   -0.2308   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    1.0272   -1.5749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4597    2.0321   -1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6762    1.5466   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.6898   -3.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    0.2320   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.0023    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9123    0.4610   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560    0.9271   -1.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827    2.6118   -4.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9545    1.6543   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297    3.3214   -2.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055    1.7877   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549    0.9842    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4177    0.0426    1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172   -0.8787    4.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8561   -1.6420    6.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -1.8393    6.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -1.0500    4.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492    0.5094    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -3.3356    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6616   -2.9709   -1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1093   -2.1571   -3.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -2.4146   -1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7839   -0.4849   -3.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228   -1.8468   -3.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2144   -0.1431   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306   -0.8774   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    3.0254   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826    2.1499   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4573    1.7177   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    2.5111   -2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    1.8943   -3.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6118    0.5163   -4.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326    1.1596   -2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    1.2468   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    0.8931    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    0.0840   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5179    0.8995   -2.5428 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 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  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 23 32  1  0
 32 33  2  0
  6 34  1  0
 34 35  2  0
 35  3  1  0
 16 10  1  0
 33 20  1  0
 31 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  0
M  END

HEADER    PROTEIN                                 20-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-OCT-16         0                                  
HETATM    1  C   UNK     0       3.188  12.407   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.856  11.019   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.396  11.019   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.356   9.815   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.013   8.314   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.626   7.646   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.238   8.314   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.896   9.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.626   6.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.959   5.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.959   3.796   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.626   3.026   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.292   3.796   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.292   5.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.626   1.486   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.292   0.716   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.959   0.716   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.959  -0.824   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.293  -1.594   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.293  -3.134   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.959  -3.904   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.626  -3.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.626  -1.594   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.292  -0.824   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       8.627  -0.824   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       8.627   0.716   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.293   1.486   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.960   1.486   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.960   3.026   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.294   3.796   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.628   3.026   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.628   1.486   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.294   0.716   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.962   3.796   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      15.295   3.026   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23                                                            
CONECT   25   19   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   31   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0250868
HETATM    1  C1  UNL     1       7.185   2.362  -3.499  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.861   1.881  -3.325  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.516   1.413  -2.050  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.408   1.412  -1.002  1.00  0.00           C  
HETATM    5  C4  UNL     1       6.097   0.959   0.260  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.827   0.474   0.520  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.542  -0.001   1.877  1.00  0.00           C  
HETATM    8  O2  UNL     1       5.512  -0.225   2.609  1.00  0.00           O  
HETATM    9  N1  UNL     1       3.211  -0.173   2.270  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.814  -0.625   3.549  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.655  -0.952   4.584  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.164  -1.391   5.825  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.812  -1.505   6.040  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.940  -1.186   5.028  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.444  -1.298   5.234  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.454  -0.761   3.829  1.00  0.00           C  
HETATM   17  N2  UNL     1       0.522  -0.434   2.776  1.00  0.00           N  
HETATM   18  C13 UNL     1       0.133  -1.483   1.917  1.00  0.00           C  
HETATM   19  O4  UNL     1       0.582  -2.666   2.064  1.00  0.00           O  
HETATM   20  C14 UNL     1      -0.806  -1.269   0.814  1.00  0.00           C  
HETATM   21  C15 UNL     1      -1.355  -2.345   0.137  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.229  -2.113  -0.895  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.605  -0.838  -1.310  1.00  0.00           C  
HETATM   24  N3  UNL     1      -3.507  -0.590  -2.349  1.00  0.00           N  
HETATM   25  C18 UNL     1      -4.408  -1.685  -2.710  1.00  0.00           C  
HETATM   26  C19 UNL     1      -5.768  -1.014  -2.963  1.00  0.00           C  
HETATM   27  C20 UNL     1      -6.091  -0.231  -1.751  1.00  0.00           C  
HETATM   28  N4  UNL     1      -5.485   1.027  -1.575  1.00  0.00           N  
HETATM   29  C21 UNL     1      -6.460   2.032  -1.204  1.00  0.00           C  
HETATM   30  C22 UNL     1      -4.676   1.547  -2.620  1.00  0.00           C  
HETATM   31  C23 UNL     1      -3.522   0.690  -3.027  1.00  0.00           C  
HETATM   32  C24 UNL     1      -2.040   0.232  -0.615  1.00  0.00           C  
HETATM   33  C25 UNL     1      -1.168  -0.002   0.414  1.00  0.00           C  
HETATM   34  C26 UNL     1       3.912   0.461  -0.506  1.00  0.00           C  
HETATM   35  C27 UNL     1       4.256   0.927  -1.778  1.00  0.00           C  
HETATM   36  H1  UNL     1       7.383   2.612  -4.566  1.00  0.00           H  
HETATM   37  H2  UNL     1       7.955   1.654  -3.145  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.330   3.321  -2.931  1.00  0.00           H  
HETATM   39  H4  UNL     1       7.405   1.788  -1.184  1.00  0.00           H  
HETATM   40  H5  UNL     1       6.855   0.984   1.057  1.00  0.00           H  
HETATM   41  H6  UNL     1       2.418   0.043   1.590  1.00  0.00           H  
HETATM   42  H7  UNL     1       4.717  -0.879   4.462  1.00  0.00           H  
HETATM   43  H8  UNL     1       3.856  -1.642   6.622  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.391  -1.839   6.984  1.00  0.00           H  
HETATM   45  H10 UNL     1      -1.036  -1.050   4.454  1.00  0.00           H  
HETATM   46  H11 UNL     1       0.149   0.509   2.645  1.00  0.00           H  
HETATM   47  H12 UNL     1      -1.072  -3.336   0.450  1.00  0.00           H  
HETATM   48  H13 UNL     1      -2.662  -2.971  -1.437  1.00  0.00           H  
HETATM   49  H14 UNL     1      -4.109  -2.157  -3.648  1.00  0.00           H  
HETATM   50  H15 UNL     1      -4.525  -2.415  -1.881  1.00  0.00           H  
HETATM   51  H16 UNL     1      -5.784  -0.485  -3.912  1.00  0.00           H  
HETATM   52  H17 UNL     1      -6.523  -1.847  -3.040  1.00  0.00           H  
HETATM   53  H18 UNL     1      -7.214  -0.143  -1.680  1.00  0.00           H  
HETATM   54  H19 UNL     1      -5.831  -0.877  -0.860  1.00  0.00           H  
HETATM   55  H20 UNL     1      -6.201   3.025  -1.621  1.00  0.00           H  
HETATM   56  H21 UNL     1      -6.583   2.150  -0.128  1.00  0.00           H  
HETATM   57  H22 UNL     1      -7.457   1.718  -1.616  1.00  0.00           H  
HETATM   58  H23 UNL     1      -4.231   2.511  -2.229  1.00  0.00           H  
HETATM   59  H24 UNL     1      -5.281   1.894  -3.510  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.612   0.516  -4.137  1.00  0.00           H  
HETATM   61  H26 UNL     1      -2.533   1.160  -2.901  1.00  0.00           H  
HETATM   62  H27 UNL     1      -2.318   1.247  -0.915  1.00  0.00           H  
HETATM   63  H28 UNL     1      -0.766   0.893   0.908  1.00  0.00           H  
HETATM   64  H29 UNL     1       2.923   0.084  -0.325  1.00  0.00           H  
HETATM   65  H30 UNL     1       3.518   0.900  -2.543  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4   35
CONECT    4    5   39
CONECT    5    6    6   40
CONECT    6    7   34
CONECT    7    8    8    9
CONECT    9   10   41
CONECT   10   11   11   16
CONECT   11   12   42
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   16   16
CONECT   15   45
CONECT   16   17
CONECT   17   18   46
CONECT   18   19   19   20
CONECT   20   21   21   33
CONECT   21   22   47
CONECT   22   23   23   48
CONECT   23   24   32
CONECT   24   25   31
CONECT   25   26   49   50
CONECT   26   27   51   52
CONECT   27   28   53   54
CONECT   28   29   30
CONECT   29   55   56   57
CONECT   30   31   58   59
CONECT   31   60   61
CONECT   32   33   33   62
CONECT   33   63
CONECT   34   35   35   64
CONECT   35   65
END

HMDB0250868
     RDKit          3D
Darexaban
 65 68  0  0  0  0  0  0  0  0999 V2000
    7.1846    2.3625   -3.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8606    1.8811   -3.3249 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5160    1.4134   -2.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4081    1.4121   -1.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966    0.9593    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272    0.4736    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.0010    1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125   -0.2250    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2110   -0.1734    2.2700 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -0.6247    3.5488 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6549   -0.9524    4.5835 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1643   -1.3908    5.8251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8121   -1.5049    6.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396   -1.1858    5.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443   -1.2979    5.2343 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.7613    3.8289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5217   -0.4338    2.7761 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1331   -1.4833    1.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5819   -2.6658    2.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8056   -1.2687    0.8143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554   -2.3453    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2294   -2.1126   -0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6046   -0.8380   -1.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070   -0.5897   -2.3489 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4078   -1.6852   -2.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7681   -1.0136   -2.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914   -0.2308   -1.7512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4852    1.0272   -1.5749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4597    2.0321   -1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6762    1.5466   -2.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5221    0.6898   -3.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    0.2320   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1681   -0.0023    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9123    0.4610   -0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560    0.9271   -1.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3827    2.6118   -4.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9545    1.6543   -3.1448 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297    3.3214   -2.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055    1.7877   -1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549    0.9842    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4177    0.0426    1.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7172   -0.8787    4.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8561   -1.6420    6.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -1.8393    6.9837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362   -1.0500    4.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492    0.5094    2.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723   -3.3356    0.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6616   -2.9709   -1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1093   -2.1571   -3.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5249   -2.4146   -1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7839   -0.4849   -3.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5228   -1.8468   -3.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2144   -0.1431   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8306   -0.8774   -0.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2009    3.0254   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826    2.1499   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4573    1.7177   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309    2.5111   -2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2810    1.8943   -3.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6118    0.5163   -4.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5326    1.1596   -2.9011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3180    1.2468   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7665    0.8931    0.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    0.0840   -0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5179    0.8995   -2.5428 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 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  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 23 32  1  0
 32 33  2  0
  6 34  1  0
 34 35  2  0
 35  3  1  0
 16 10  1  0
 33 20  1  0
 31 24  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  5 40  1  0
  9 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 21 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  0
 33 63  1  0
 34 64  1  0
 35 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-(2-Hydroxy-6-(4-methoxybenzamido)phenyl)-4-(4-methyl-1,4-diazepan-1-yl)benzamide	MeSH
YM150 CPD	MeSH
Darexaban	MeSH

Chemical Formula

C₂₇H₃₀N₄O₄

Average Molecular Weight

474.561

Monoisotopic Molecular Weight

474.226705462

IUPAC Name

N-[2-hydroxy-6-(4-methoxybenzamido)phenyl]-4-(4-methyl-1,4-diazepan-1-yl)benzamide

Traditional Name

darexaban

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C(=O)NC1=C(NC(=O)C2=CC=C(C=C2)N2CCCN(C)CC2)C(O)=CC=C1

InChI Identifier

InChI=1S/C27H30N4O4/c1-30-15-4-16-31(18-17-30)21-11-7-19(8-12-21)27(34)29-25-23(5-3-6-24(25)32)28-26(33)20-9-13-22(35-2)14-10-20/h3,5-14,32H,4,15-18H2,1-2H3,(H,28,33)(H,29,34)

InChI Key

IJNIQYINMSGIPS-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
Aminobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Phenol ether
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aniline or substituted anilines
Phenoxy compound
Methoxybenzene
Anisole
1,4-diazepane
Alkyl aryl ether
Phenol
Diazepane
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Tertiary aliphatic amine
Tertiary amine
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
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	4.03	ALOGPS
logP	2.96	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.32	ChemAxon
pKa (Strongest Basic)	8.95	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.14 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	140.91 m³·mol⁻¹	ChemAxon
Polarizability	52.36 Å³	ChemAxon
Number of Rings	4	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]+	209.88	30932474
DeepCCS	[M-H]-	207.485	30932474
DeepCCS	[M-2H]-	240.368	30932474
DeepCCS	[M+Na]+	215.793	30932474
AllCCS	[M+H]+	216.7	32859911
AllCCS	[M+H-H2O]+	214.8	32859911
AllCCS	[M+NH4]+	218.5	32859911
AllCCS	[M+Na]+	219.0	32859911
AllCCS	[M-H]-	208.4	32859911
AllCCS	[M+Na-2H]-	209.1	32859911
AllCCS	[M+HCOO]-	210.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Darexaban	COC1=CC=C(C=C1)C(=O)NC1=C(NC(=O)C2=CC=C(C=C2)N2CCCN(C)CC2)C(O)=CC=C1	5076.2	Standard polar	33892256
Darexaban	COC1=CC=C(C=C1)C(=O)NC1=C(NC(=O)C2=CC=C(C=C2)N2CCCN(C)CC2)C(O)=CC=C1	4322.7	Standard non polar	33892256
Darexaban	COC1=CC=C(C=C1)C(=O)NC1=C(NC(=O)C2=CC=C(C=C2)N2CCCN(C)CC2)C(O)=CC=C1	4955.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Darexaban,2TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	4488.2	Semi standard non polar	33892256
Darexaban,2TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	3635.0	Standard non polar	33892256
Darexaban,2TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	5392.7	Standard polar	33892256
Darexaban,2TMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	4526.7	Semi standard non polar	33892256
Darexaban,2TMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	3627.9	Standard non polar	33892256
Darexaban,2TMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)C=C1	5401.9	Standard polar	33892256
Darexaban,2TMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	4277.0	Semi standard non polar	33892256
Darexaban,2TMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	3564.3	Standard non polar	33892256
Darexaban,2TMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	5344.8	Standard polar	33892256
Darexaban,3TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	4264.0	Semi standard non polar	33892256
Darexaban,3TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	3518.2	Standard non polar	33892256
Darexaban,3TMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C)[Si](C)(C)C)C=C1	5073.8	Standard polar	33892256
Darexaban,2TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	4997.1	Semi standard non polar	33892256
Darexaban,2TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	4088.9	Standard non polar	33892256
Darexaban,2TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2NC(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	5457.3	Standard polar	33892256
Darexaban,2TBDMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	5017.0	Semi standard non polar	33892256
Darexaban,2TBDMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	4063.9	Standard non polar	33892256
Darexaban,2TBDMS,isomer #2	COC1=CC=C(C(=O)NC2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)C=C1	5461.5	Standard polar	33892256
Darexaban,2TBDMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4765.2	Semi standard non polar	33892256
Darexaban,2TBDMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	3999.4	Standard non polar	33892256
Darexaban,2TBDMS,isomer #3	COC1=CC=C(C(=O)N(C2=CC=CC(O)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	5393.8	Standard polar	33892256
Darexaban,3TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4941.2	Semi standard non polar	33892256
Darexaban,3TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	4140.5	Standard non polar	33892256
Darexaban,3TBDMS,isomer #1	COC1=CC=C(C(=O)N(C2=CC=CC(O[Si](C)(C)C(C)(C)C)=C2N(C(=O)C2=CC=C(N3CCCN(C)CC3)C=C2)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	5178.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (Non-derivatized) - 70eV, Positive	splash10-05tr-9842800000-ea8feda3fc517504394e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Darexaban GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 10V, Positive-QTOF	splash10-004i-1133900000-eaab004f4e6b71f26e95	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 20V, Positive-QTOF	splash10-014i-2397200000-915143d142def1ae149e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 40V, Positive-QTOF	splash10-0apl-9720000000-21fe02d7f17ce9515e13	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 10V, Negative-QTOF	splash10-00di-0000900000-5d446550aff348091d27	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 20V, Negative-QTOF	splash10-05fr-0421900000-dfae9b73fed11f2eb5b8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 40V, Negative-QTOF	splash10-0a4i-7954200000-cd3c885213a781a6ac66	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 10V, Negative-QTOF	splash10-00di-0000900000-08f001e7e0403692ff3d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 20V, Negative-QTOF	splash10-0079-0622900000-c38e7e76550324879f3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 40V, Negative-QTOF	splash10-014l-8223900000-8243224e3f330a28c0b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 10V, Positive-QTOF	splash10-004i-0310900000-ed7c170f905ce7a20f3a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 20V, Positive-QTOF	splash10-002r-0811900000-981fe80e6db08cc9ed6d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Darexaban 40V, Positive-QTOF	splash10-000i-3921200000-41350e8972775c1c8984	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

DB12289

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8088422

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Darexaban

METLIN ID

Not Available

PubChem Compound

Not Available

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 Darexaban (HMDB0250868)

MOL for HMDB0250868 (Darexaban)

3D MOL for HMDB0250868 (Darexaban)

3D SDF for HMDB0250868 (Darexaban)

3D-SDF for HMDB0250868 (Darexaban)

PDB for HMDB0250868 (Darexaban)

3D PDB for HMDB0250868 (Darexaban)

SMILES for HMDB0250868 (Darexaban)

INCHI for HMDB0250868 (Darexaban)

Structure for HMDB0250868 (Darexaban)

3D Structure for HMDB0250868 (Darexaban)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra