US8822447, 171

ID: ALA3666183

PubChem CID: 86767158

Max Phase: Preclinical

Molecular Formula: C23H18N4OS

Molecular Weight: 398.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nn(-c2ccccc2)c2cc(C(=O)c3ccc4ncn(C)c4c3)ccc12

Standard InChI:  InChI=1S/C23H18N4OS/c1-26-14-24-19-11-9-16(13-21(19)26)22(28)15-8-10-18-20(12-15)27(25-23(18)29-2)17-6-4-3-5-7-17/h3-14H,1-2H3

Standard InChI Key:  QOUCAALJAAZEFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.6890   -4.0818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813   -1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4015   -2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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   -2.6108    5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9073    5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3346    5.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2121    4.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3262    3.2720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6930    2.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
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  8  9  2  0
  9 10  1  0
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  5 12  1  0
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 15 16  1  0
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 14 18  1  0
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 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 23  1  0
 28 29  2  0
 29 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3666183

   (3-Methylbenzimidazol-5-yl)-(3-methylsulfanyl-1-phenylindazol-6-yl)methanone

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: 398.49

Molecular Weight (Monoisotopic): 398.1201

AlogP: 4.87

#Rotatable Bonds: 4

Polar Surface Area: 52.71

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.07

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -1.13

References

1.  (2014)  Indazole compounds useful as ketohexokinase inhibitors, 

Source

Source(1):

• BindingDB Database