Pyridine-3-sulfonic acid [2,4-difluoro-3-(5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-phenyl]-amide

ID: ALA3977421

PubChem CID: 49779244

Max Phase: Preclinical

Molecular Formula: C20H14F2N4O3S

Molecular Weight: 428.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cccnc4)c3F)c2c1

Standard InChI:  InChI=1S/C20H14F2N4O3S/c1-11-7-13-14(10-25-20(13)24-8-11)19(27)17-15(21)4-5-16(18(17)22)26-30(28,29)12-3-2-6-23-9-12/h2-10,26H,1H3,(H,24,25)

Standard InChI Key:  UPHZYLHTKYNCFG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.4084   -8.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4125   -8.9313    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1181   -8.5192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5422   -8.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -9.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2491   -9.7388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2473   -8.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -8.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9607   -9.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7451   -9.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9581   -7.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277   -6.8328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3685   -8.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1849   -8.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3571   -6.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9631   -8.9480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9410   -6.1204    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5977   -8.9388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8277   -9.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4215  -10.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337  -11.0514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6518  -11.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0559  -10.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6414   -9.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -8.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
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  9 10  1  0
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 18 19  1  0
 19 20  2  0
 20 14  1  0
 16 21  1  0
 20 22  1  0
 17 23  1  0
 23  2  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3977421

   N-[2,4-difluoro-3-(5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)phenyl]pyridine-3-sulfonamide

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: 428.42

Molecular Weight (Monoisotopic): 428.0755

AlogP: 3.58

#Rotatable Bonds: 5

Polar Surface Area: 104.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 3.24

CX LogP: 2.75

CX LogD: 2.66

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -1.52

References

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

Source

Source(1):

• Patent Bioactivity Data