N-[2,4-Difluoro-3-(5-methoxy-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-phenyl]-2,5-difluoro-benzenesulfonamide

ID: ALA3957835

PubChem CID: 49778969

Max Phase: Preclinical

Molecular Formula: C21H13F4N3O4S

Molecular Weight: 479.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cnc2[nH]cc(C(=O)c3c(F)ccc(NS(=O)(=O)c4cc(F)ccc4F)c3F)c2c1

Standard InChI:  InChI=1S/C21H13F4N3O4S/c1-32-11-7-12-13(9-27-21(12)26-8-11)20(29)18-15(24)4-5-16(19(18)25)28-33(30,31)17-6-10(22)2-3-14(17)23/h2-9,28H,1H3,(H,26,27)

Standard InChI Key:  SRMZOPUXPACFMD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.4888   -9.2120    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.1944   -8.7998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6184   -8.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6173   -9.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.0370   -9.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8214   -9.8603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0393   -9.2287    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0172   -6.4011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6740   -9.2194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9040   -9.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4978  -10.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9100  -11.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7280  -11.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1322  -10.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7177   -9.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6806  -10.6306    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.9106   -8.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2030   -8.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9493  -10.6047    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  4 31  1  0
 31 32  1  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3957835

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

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: 479.41

Molecular Weight (Monoisotopic): 479.0563

AlogP: 4.16

#Rotatable Bonds: 6

Polar Surface Area: 101.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.55

CX Basic pKa: 2.09

CX LogP: 3.58

CX LogD: 3.38

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -1.41

References

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

Source

Source(1):

• Patent Bioactivity Data