US9102637, 249

ID: ALA3684062

PubChem CID: 118062669

Max Phase: Preclinical

Molecular Formula: C25H19FN6O2S

Molecular Weight: 486.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nc(Nc2ccc3cc(F)ccc3c2)sc1NC(=O)c1ccc(Cn2ccnc2)cc1

Standard InChI:  InChI=1S/C25H19FN6O2S/c26-19-7-5-18-12-20(8-6-17(18)11-19)29-25-30-21(22(27)33)24(35-25)31-23(34)16-3-1-15(2-4-16)13-32-10-9-28-14-32/h1-12,14H,13H2,(H2,27,33)(H,29,30)(H,31,34)

Standard InChI Key:  DEPXFCIIACMQTF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    3.7262   -7.6017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9364    1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    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
    1.3786   -3.8595    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372   -5.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498   -6.4949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420   -6.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0244   -5.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4309   -7.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8641  -14.3299    0.0000 N   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
   -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
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 11  1  0
 17 18  2  0
 18  8  1  0
  6 19  1  0
 19 20  1  0
 20  4  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
 27 34  1  0
 34 35  2  0
 35 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3684062

   2-[(6-Fluoronaphthalen-2-yl)amino]-5-[[4-(imidazol-1-ylmethyl)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: 486.53

Molecular Weight (Monoisotopic): 486.1274

AlogP: 4.78

#Rotatable Bonds: 7

Polar Surface Area: 114.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.43

CX Basic pKa: 6.47

CX LogP: 4.86

CX LogD: 4.83

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.91

References

1.  (2015)  Bicyclic thiazole compounds, 

Source

Source(1):

• BindingDB Database