US8685992, 14

ID: ALA3670668

PubChem CID: 51038885

Max Phase: Preclinical

Molecular Formula: C28H27N3O3S

Molecular Weight: 485.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(-c3ccccc3)[nH]c2C(=O)NCc2ccc(C(=O)NCCS)cc2)cc1

Standard InChI:  InChI=1S/C28H27N3O3S/c1-34-23-13-11-20(12-14-23)24-17-25(21-5-3-2-4-6-21)31-26(24)28(33)30-18-19-7-9-22(10-8-19)27(32)29-15-16-35/h2-14,17,31,35H,15-16,18H2,1H3,(H,29,32)(H,30,33)

Standard InChI Key:  BUXPYIKGVMPYJG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0398   12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1473   13.1243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4666   12.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   14.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2046   14.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4534   15.8953    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4469    1.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1532    0.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6524    0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4423    1.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7329    3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2337    3.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  2  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 11 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3670668

   3-(4-methoxyphenyl)-5-phenyl-N-(4-{[(2-sulfanylethyl)amino]carbonyl}benzyl)-1H-pyrrole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 485.61

Molecular Weight (Monoisotopic): 485.1773

AlogP: 4.95

#Rotatable Bonds: 9

Polar Surface Area: 83.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: -0.79

References

1.  (2014)  Histone deacetylase inhibitors based simultaneously on trisubstituted 1H-pyrroles and aromatic and heteroaromatic spacers, 

Source

Source(1):

• BindingDB Database