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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:27:19 UTC

Update Date

2021-09-26 23:04:05 UTC

HMDB ID

HMDB0251828

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Entinostat

Description

Entinostat, also known as bay 86-5274 or MS 27-275, 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 Entinostat. This compound has been identified in human blood as reported by (PMID: 31557052 ). Entinostat is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Entinostat 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


  Mrv1533004261506462D          

 28 30  0  0  0  0            999 V2000
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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
   -0.7145   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    0.7145   -5.3625    0.0000 C   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
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END

HMDB0251828
     RDKit          3D
Entinostat
 48 50  0  0  0  0  0  0  0  0999 V2000
   -6.1846   -2.0404   -0.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965   -0.8710    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8116   -0.6832    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107    0.4531    1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1437    1.3787    1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8154    1.1646    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    0.0452    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.2432    0.0478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079    0.5099    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260    1.5890    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0148   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205    0.9302   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    0.5102   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.8132   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -1.3563   -1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.3103   -2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    0.3375   -1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    0.0096    0.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136    1.3508   -1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    2.0376   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    1.1159    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487    0.7493    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943   -0.1203    2.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8154   -0.5870    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0951   -0.2144    0.2864 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2910    0.6214   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -1.7241   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362   -1.2925   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0693   -2.9410   -0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0707   -2.0172   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5796   -1.4135    0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1251    0.6673    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3278    2.2825    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695    1.8921    1.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0785   -1.1583   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376    1.9607   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108    1.2159   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4257   -2.0895   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6566   -1.9531   -2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285   -0.0099   -3.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650    2.6623    0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    2.7287   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9687    1.1380    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -0.4075    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4880   -1.2689    2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.9387   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.7625   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3159   -2.0269   -0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
  7  2  1  0
 28 11  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 27 47  1  0
 28 48  1  0
M  END


  Mrv1533004261506462D          

 28 30  0  0  0  0            999 V2000
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -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
   -0.7145   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    0.7145   -5.3625    0.0000 C   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
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251828

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CN=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)

> <INCHI_KEY>
INVTYAOGFAGBOE-UHFFFAOYSA-N

> <FORMULA>
C21H20N4O3

> <MOLECULAR_WEIGHT>
376.416

> <EXACT_MASS>
376.15354052

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.39024445101273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(pyridin-3-yl)methyl N-({4-[(2-aminophenyl)carbamoyl]phenyl}methyl)carbamate

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.306911533

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.252611797900549

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.536236037523246

> <JCHEM_PKA_STRONGEST_BASIC>
4.737803867770191

> <JCHEM_POLAR_SURFACE_AREA>
106.34

> <JCHEM_REFRACTIVITY>
108.28839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
entinostat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251828
     RDKit          3D
Entinostat
 48 50  0  0  0  0  0  0  0  0999 V2000
   -6.1846   -2.0404   -0.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965   -0.8710    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8116   -0.6832    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107    0.4531    1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1437    1.3787    1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8154    1.1646    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    0.0452    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.2432    0.0478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079    0.5099    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260    1.5890    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0148   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205    0.9302   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    0.5102   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.8132   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -1.3563   -1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.3103   -2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    0.3375   -1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    0.0096    0.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136    1.3508   -1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    2.0376   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    1.1159    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487    0.7493    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943   -0.1203    2.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8154   -0.5870    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0951   -0.2144    0.2864 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2910    0.6214   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -1.7241   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362   -1.2925   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0693   -2.9410   -0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0707   -2.0172   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5796   -1.4135    0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1251    0.6673    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3278    2.2825    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695    1.8921    1.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0785   -1.1583   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376    1.9607   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108    1.2159   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4257   -2.0895   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6566   -1.9531   -2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285   -0.0099   -3.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650    2.6623    0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    2.7287   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9687    1.1380    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -0.4075    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4880   -1.2689    2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.9387   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.7625   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3159   -2.0269   -0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
  7  2  1  0
 28 11  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 27 47  1  0
 28 48  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334 -14.630   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      -1.334 -11.550   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      13.337  -7.700   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0251828
HETATM    1  N1  UNL     1      -6.185  -2.040  -0.555  1.00  0.00           N  
HETATM    2  C1  UNL     1      -6.496  -0.871   0.184  1.00  0.00           C  
HETATM    3  C2  UNL     1      -7.812  -0.683   0.573  1.00  0.00           C  
HETATM    4  C3  UNL     1      -8.111   0.453   1.291  1.00  0.00           C  
HETATM    5  C4  UNL     1      -7.144   1.379   1.617  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.815   1.165   1.210  1.00  0.00           C  
HETATM    7  C6  UNL     1      -5.479   0.045   0.494  1.00  0.00           C  
HETATM    8  N2  UNL     1      -4.171  -0.243   0.048  1.00  0.00           N  
HETATM    9  C7  UNL     1      -3.008   0.510   0.237  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.026   1.589   0.866  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.735   0.015  -0.320  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.720   0.930  -0.524  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.502   0.510  -1.043  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.680  -0.813  -1.345  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.958  -1.356  -1.916  1.00  0.00           C  
HETATM   16  N3  UNL     1       2.879  -0.310  -2.247  1.00  0.00           N  
HETATM   17  C13 UNL     1       3.610   0.337  -1.220  1.00  0.00           C  
HETATM   18  O2  UNL     1       3.464   0.010   0.002  1.00  0.00           O  
HETATM   19  O3  UNL     1       4.514   1.351  -1.480  1.00  0.00           O  
HETATM   20  C14 UNL     1       5.272   2.038  -0.537  1.00  0.00           C  
HETATM   21  C15 UNL     1       6.158   1.116   0.223  1.00  0.00           C  
HETATM   22  C16 UNL     1       5.849   0.749   1.526  1.00  0.00           C  
HETATM   23  C17 UNL     1       6.694  -0.120   2.209  1.00  0.00           C  
HETATM   24  C18 UNL     1       7.815  -0.587   1.558  1.00  0.00           C  
HETATM   25  N4  UNL     1       8.095  -0.214   0.286  1.00  0.00           N  
HETATM   26  C19 UNL     1       7.291   0.621  -0.383  1.00  0.00           C  
HETATM   27  C20 UNL     1      -0.324  -1.724  -1.144  1.00  0.00           C  
HETATM   28  C21 UNL     1      -1.536  -1.293  -0.626  1.00  0.00           C  
HETATM   29  H1  UNL     1      -6.069  -2.941  -0.046  1.00  0.00           H  
HETATM   30  H2  UNL     1      -6.071  -2.017  -1.578  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.580  -1.413   0.317  1.00  0.00           H  
HETATM   32  H4  UNL     1      -9.125   0.667   1.631  1.00  0.00           H  
HETATM   33  H5  UNL     1      -7.328   2.282   2.176  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.070   1.892   1.470  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.079  -1.158  -0.512  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.838   1.961  -0.295  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.311   1.216  -1.209  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.426  -2.089  -1.198  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.657  -1.953  -2.807  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.028  -0.010  -3.227  1.00  0.00           H  
HETATM   41  H13 UNL     1       4.665   2.662   0.146  1.00  0.00           H  
HETATM   42  H14 UNL     1       5.962   2.729  -1.106  1.00  0.00           H  
HETATM   43  H15 UNL     1       4.969   1.138   1.992  1.00  0.00           H  
HETATM   44  H16 UNL     1       6.453  -0.407   3.229  1.00  0.00           H  
HETATM   45  H17 UNL     1       8.488  -1.269   2.079  1.00  0.00           H  
HETATM   46  H18 UNL     1       7.490   0.939  -1.406  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.193  -2.763  -1.378  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.316  -2.027  -0.469  1.00  0.00           H  
CONECT    1    2   29   30
CONECT    2    3    3    7
CONECT    3    4   31
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7    7   34
CONECT    7    8
CONECT    8    9   35
CONECT    9   10   10   11
CONECT   11   12   12   28
CONECT   12   13   36
CONECT   13   14   14   37
CONECT   14   15   27
CONECT   15   16   38   39
CONECT   16   17   40
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   41   42
CONECT   21   22   22   26
CONECT   22   23   43
CONECT   23   24   24   44
CONECT   24   25   45
CONECT   25   26   26
CONECT   26   46
CONECT   27   28   28   47
CONECT   28   48
END

HMDB0251828
     RDKit          3D
Entinostat
 48 50  0  0  0  0  0  0  0  0999 V2000
   -6.1846   -2.0404   -0.5548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4965   -0.8710    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8116   -0.6832    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1107    0.4531    1.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1437    1.3787    1.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8154    1.1646    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    0.0452    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1707   -0.2432    0.0478 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0079    0.5099    0.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0260    1.5890    0.8659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346    0.0148   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7205    0.9302   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016    0.5102   -1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6804   -0.8132   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -1.3563   -1.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791   -0.3103   -2.2467 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    0.3375   -1.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4645    0.0096    0.0024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5136    1.3508   -1.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    2.0376   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    1.1159    0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487    0.7493    1.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943   -0.1203    2.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8154   -0.5870    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0951   -0.2144    0.2864 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2910    0.6214   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -1.7241   -1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5362   -1.2925   -0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0693   -2.9410   -0.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0707   -2.0172   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5796   -1.4135    0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1251    0.6673    1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3278    2.2825    2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695    1.8921    1.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0785   -1.1583   -0.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376    1.9607   -0.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108    1.2159   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4257   -2.0895   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6566   -1.9531   -2.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285   -0.0099   -3.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6650    2.6623    0.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    2.7287   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9687    1.1380    1.9921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529   -0.4075    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4880   -1.2689    2.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4899    0.9387   -1.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -2.7625   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3159   -2.0269   -0.4686 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 14 27  1  0
 27 28  2  0
  7  2  1  0
 28 11  1  0
 26 21  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  8 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 20 41  1  0
 20 42  1  0
 22 43  1  0
 23 44  1  0
 24 45  1  0
 26 46  1  0
 27 47  1  0
 28 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BAY 86-5274	ChEBI
BAY86-5274	ChEBI
Entinostatum	ChEBI
MS 27-275	ChEBI
MS 275	ChEBI
MS-27-275	ChEBI
MS-275	ChEBI
N-(2-Aminophenyl)-4-(N-(pyridin-3-ylmethoxycarbonyl)aminomethyl)benzamide	ChEBI
N-[[4-[(2-Aminoanilino)-oxomethyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester	ChEBI
SNDX 275	ChEBI
SNDX-275	ChEBI
N-[[4-[(2-Aminoanilino)-oxomethyl]phenyl]methyl]carbamate 3-pyridinylmethyl ester	Generator
SNDX-275MS-275SID29217590	ChEMBL

Chemical Formula

C₂₁H₂₀N₄O₃

Average Molecular Weight

376.416

Monoisotopic Molecular Weight

376.15354052

IUPAC Name

(pyridin-3-yl)methyl N-({4-[(2-aminophenyl)carbamoyl]phenyl}methyl)carbamate

Traditional Name

entinostat

CAS Registry Number

Not Available

SMILES

NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CN=CC=C2)C=C1

InChI Identifier

InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)

InChI Key

INVTYAOGFAGBOE-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
Benzoyl
Aniline or substituted anilines
Pyridine
Heteroaromatic compound
Carbamic acid ester
Amino acid or derivatives
Carboxamide group
Carbonic acid derivative
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Primary amine
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	2.07	ALOGPS
logP	2.31	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	4.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.29 m³·mol⁻¹	ChemAxon
Polarizability	39.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	188.158	30932474
DeepCCS	[M-H]-	185.8	30932474
DeepCCS	[M-2H]-	219.892	30932474
DeepCCS	[M+Na]+	195.178	30932474
AllCCS	[M+H]+	190.8	32859911
AllCCS	[M+H-H2O]+	188.1	32859911
AllCCS	[M+NH4]+	193.4	32859911
AllCCS	[M+Na]+	194.1	32859911
AllCCS	[M-H]-	189.6	32859911
AllCCS	[M+Na-2H]-	189.5	32859911
AllCCS	[M+HCOO]-	189.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Entinostat	NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CN=CC=C2)C=C1	4584.7	Standard polar	33892256
Entinostat	NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CN=CC=C2)C=C1	3597.7	Standard non polar	33892256
Entinostat	NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CN=CC=C2)C=C1	3777.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Entinostat,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	3883.4	Semi standard non polar	33892256
Entinostat,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	3391.5	Standard non polar	33892256
Entinostat,1TMS,isomer #1	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	4816.3	Standard polar	33892256
Entinostat,1TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	3592.1	Semi standard non polar	33892256
Entinostat,1TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	3257.7	Standard non polar	33892256
Entinostat,1TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	4919.4	Standard polar	33892256
Entinostat,1TMS,isomer #3	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	3730.6	Semi standard non polar	33892256
Entinostat,1TMS,isomer #3	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	3273.8	Standard non polar	33892256
Entinostat,1TMS,isomer #3	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	5236.6	Standard polar	33892256
Entinostat,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	3814.6	Semi standard non polar	33892256
Entinostat,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	3308.0	Standard non polar	33892256
Entinostat,2TMS,isomer #1	C[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	4554.0	Standard polar	33892256
Entinostat,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	3697.7	Semi standard non polar	33892256
Entinostat,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	3184.7	Standard non polar	33892256
Entinostat,2TMS,isomer #2	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C	4399.7	Standard polar	33892256
Entinostat,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1	3747.6	Semi standard non polar	33892256
Entinostat,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1	3262.7	Standard non polar	33892256
Entinostat,2TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1	4566.5	Standard polar	33892256
Entinostat,2TMS,isomer #4	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3399.5	Semi standard non polar	33892256
Entinostat,2TMS,isomer #4	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3212.2	Standard non polar	33892256
Entinostat,2TMS,isomer #4	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4645.0	Standard polar	33892256
Entinostat,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	3544.9	Semi standard non polar	33892256
Entinostat,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	3075.1	Standard non polar	33892256
Entinostat,3TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C	4161.2	Standard polar	33892256
Entinostat,3TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3673.9	Semi standard non polar	33892256
Entinostat,3TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3174.8	Standard non polar	33892256
Entinostat,3TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4290.3	Standard polar	33892256
Entinostat,3TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	3560.8	Semi standard non polar	33892256
Entinostat,3TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	3111.4	Standard non polar	33892256
Entinostat,3TMS,isomer #3	C[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C)C=C1)[Si](C)(C)C	4193.0	Standard polar	33892256
Entinostat,4TMS,isomer #1	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3450.3	Semi standard non polar	33892256
Entinostat,4TMS,isomer #1	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3032.2	Standard non polar	33892256
Entinostat,4TMS,isomer #1	C[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3967.3	Standard polar	33892256
Entinostat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	4114.9	Semi standard non polar	33892256
Entinostat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	3559.2	Standard non polar	33892256
Entinostat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1	4858.6	Standard polar	33892256
Entinostat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	3881.1	Semi standard non polar	33892256
Entinostat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	3444.9	Standard non polar	33892256
Entinostat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N	4913.6	Standard polar	33892256
Entinostat,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	4018.5	Semi standard non polar	33892256
Entinostat,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	3447.6	Standard non polar	33892256
Entinostat,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N)C=C1)C(=O)OCC1=CC=CN=C1	5213.5	Standard polar	33892256
Entinostat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	4249.1	Semi standard non polar	33892256
Entinostat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	3648.2	Standard non polar	33892256
Entinostat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC=CC=C1NC(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	4576.0	Standard polar	33892256
Entinostat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	4128.4	Semi standard non polar	33892256
Entinostat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	3558.1	Standard non polar	33892256
Entinostat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)[Si](C)(C)C(C)(C)C	4508.1	Standard polar	33892256
Entinostat,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1	4240.2	Semi standard non polar	33892256
Entinostat,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1	3591.2	Standard non polar	33892256
Entinostat,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1NC(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1	4644.6	Standard polar	33892256
Entinostat,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3961.8	Semi standard non polar	33892256
Entinostat,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3574.0	Standard non polar	33892256
Entinostat,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4680.5	Standard polar	33892256
Entinostat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4187.1	Semi standard non polar	33892256
Entinostat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3629.8	Standard non polar	33892256
Entinostat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(CNC(=O)OCC2=CC=CN=C2)C=C1)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4309.2	Standard polar	33892256
Entinostat,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4360.8	Semi standard non polar	33892256
Entinostat,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3726.9	Standard non polar	33892256
Entinostat,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)NC2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4419.1	Standard polar	33892256
Entinostat,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4203.8	Semi standard non polar	33892256
Entinostat,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3680.9	Standard non polar	33892256
Entinostat,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=CC=CC=C1N(C(=O)C1=CC=C(CN(C(=O)OCC2=CC=CN=C2)[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	4385.4	Standard polar	33892256
Entinostat,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4272.2	Semi standard non polar	33892256
Entinostat,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	3744.6	Standard non polar	33892256
Entinostat,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)N(C2=CC=CC=C2N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1)C(=O)OCC1=CC=CN=C1	4175.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Entinostat GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-8970000000-4803e3a4ca23472e006f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Entinostat 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 - Entinostat 10V, Positive-QTOF	splash10-02di-0297000000-16e28efb7aa8aece0a5a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 20V, Positive-QTOF	splash10-029x-0491000000-f5f3b298644ef89f60a9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 40V, Positive-QTOF	splash10-0f89-1920000000-551094c60d3585f4d365	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 10V, Negative-QTOF	splash10-014i-1492000000-6d3c19cc050752c335ed	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 20V, Negative-QTOF	splash10-00kf-9681000000-2d24885d077653583fc7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 40V, Negative-QTOF	splash10-0536-6910000000-ec611764919de09a5ed3	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 10V, Positive-QTOF	splash10-004i-0009000000-83b170a731f5d445a488	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 20V, Positive-QTOF	splash10-004i-5169000000-3a0600c2cb0945688251	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 40V, Positive-QTOF	splash10-00kf-8911000000-1c4b48d2b67c7ad62c03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 10V, Negative-QTOF	splash10-004i-0009000000-9da7424bcd4fe473c992	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 20V, Negative-QTOF	splash10-004l-9654000000-a3aafe8a91be6eea85b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Entinostat 40V, Negative-QTOF	splash10-055f-7930000000-64ed06cd7feca316d5af	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

DB11841

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4111

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Entinostat

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

132082

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 Entinostat (HMDB0251828)

MOL for HMDB0251828 (Entinostat)

3D MOL for HMDB0251828 (Entinostat)

3D SDF for HMDB0251828 (Entinostat)

3D-SDF for HMDB0251828 (Entinostat)

PDB for HMDB0251828 (Entinostat)

3D PDB for HMDB0251828 (Entinostat)

SMILES for HMDB0251828 (Entinostat)

INCHI for HMDB0251828 (Entinostat)

Structure for HMDB0251828 (Entinostat)

3D Structure for HMDB0251828 (Entinostat)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra