US9102637, 239

ID: ALA3684058

PubChem CID: 118061119

Max Phase: Preclinical

Molecular Formula: C25H19N7O4S

Molecular Weight: 513.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nc(Nc2ccc3ccccc3c2)sc1NC(=O)c1ccc(Cn2cnc([N+](=O)[O-])c2)cc1

Standard InChI:  InChI=1S/C25H19N7O4S/c26-22(33)21-24(37-25(29-21)28-19-10-9-16-3-1-2-4-18(16)11-19)30-23(34)17-7-5-15(6-8-17)12-31-13-20(27-14-31)32(35)36/h1-11,13-14H,12H2,(H2,26,33)(H,28,29)(H,30,34)

Standard InChI Key:  UMEDGXJLECGVPB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
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    4.2161   -6.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098   -6.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3372   -5.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056   -3.8679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 N   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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   -2.5981   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9222   -7.3780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081   -8.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2028   -9.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0868  -11.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792  -12.5461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2381  -13.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2345  -14.9399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641  -14.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208  -12.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5651  -15.0764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4733  -14.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630  -16.2764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7116  -10.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8257   -8.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  1  0
 16 17  2  0
 17  8  1  0
  6 18  1  0
 18 19  1  0
 19  4  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 28  1  0
 31 33  1  0
 33 34  2  0
 33 35  1  0
 26 36  1  0
 36 37  2  0
 37 23  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3684058

   2-(Naphthalen-2-ylamino)-5-[[4-[(4-nitroimidazol-1-yl)methyl]benzoyl]amino]-1,3-thiazole-4-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: 513.54

Molecular Weight (Monoisotopic): 513.1219

AlogP: 4.54

#Rotatable Bonds: 8

Polar Surface Area: 158.07

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.42

CX Basic pKa: 1.02

CX LogP: 5.25

CX LogD: 5.25

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.20

Np Likeness Score: -1.71

References

1.  (2015)  Bicyclic thiazole compounds, 

Source

Source(1):

• BindingDB Database