US9102637, 258

ID: ALA3684070

PubChem CID: 118060963

Max Phase: Preclinical

Molecular Formula: C23H18N6O2S2

Molecular Weight: 474.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nc(Nc2ccc3ccccc3c2)sc1NC(=O)c1csc(Cn2ccnc2)c1

Standard InChI:  InChI=1S/C23H18N6O2S2/c24-20(30)19-22(28-21(31)16-10-18(32-12-16)11-29-8-7-25-13-29)33-23(27-19)26-17-6-5-14-3-1-2-4-15(14)9-17/h1-10,12-13H,11H2,(H2,24,30)(H,26,27)(H,28,31)

Standard InChI Key:  LJWPEEQDLHTOKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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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
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    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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   -1.0244   -5.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9180   -7.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3865   -8.9421    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1761   -9.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782  -11.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8800  -12.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7421  -13.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4751  -12.5730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714  -11.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9594   -8.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  5  6  2  0
  6  7  1  0
  7  8  1  0
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  6 18  1  0
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 20 21  1  0
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 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  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
 26 33  2  0
 33 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3684070

   5-[[5-(Imidazol-1-ylmethyl)thiophene-3-carbonyl]amino]-2-(naphthalen-2-ylamino)-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: 474.57

Molecular Weight (Monoisotopic): 474.0933

AlogP: 4.70

#Rotatable Bonds: 7

Polar Surface Area: 114.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.62

CX Basic pKa: 6.45

CX LogP: 4.63

CX LogD: 4.60

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.91

References

1.  (2015)  Bicyclic thiazole compounds, 

Source

Source(1):

• BindingDB Database