N-[3-(4-Cyano-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-3-fluoro-benzenesulfonamide

ID: ALA3979607

PubChem CID: 49779113

Max Phase: Preclinical

Molecular Formula: C21H11F3N4O3S

Molecular Weight: 456.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cccc(F)c4)c3F)c12

Standard InChI:  InChI=1S/C21H11F3N4O3S/c22-12-2-1-3-13(8-12)32(30,31)28-16-5-4-15(23)18(19(16)24)20(29)14-10-27-21-17(14)11(9-25)6-7-26-21/h1-8,10,28H,(H,26,27)

Standard InChI Key:  RKVXTXWZZKPUHS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.2748   -4.4624    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9872   -4.0463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485   -4.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3474   -4.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0622   -5.2775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -3.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757   -4.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806   -4.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4523   -4.4699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6940   -5.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7000   -6.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5259   -6.5982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9338   -5.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5155   -5.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579   -2.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499   -1.9708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7588   -5.8685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  2 24  1  0
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  7 30  1  0
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 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3979607

   N-[3-(4-cyano-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]-3-fluorobenzenesulfonamide

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: 456.40

Molecular Weight (Monoisotopic): 456.0504

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 115.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.31

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.70

References

1.  (2012)  Compounds and methods for kinase modulation, and indications thereof, 

Source

Source(1):

• Patent Bioactivity Data