N-[6-(2-Ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]cyclopentanesulfonamide

ID: ALA4521312

PubChem CID: 155542401

Max Phase: Preclinical

Molecular Formula: C20H22FN3O3S

Molecular Weight: 403.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)C2CCCC2)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C20H22FN3O3S/c1-2-12-9-20(25)17(21)10-15(12)13-7-18-16(11-22-23-18)19(8-13)24-28(26,27)14-5-3-4-6-14/h7-11,14,24-25H,2-6H2,1H3,(H,22,23)

Standard InChI Key:  WTFWXXWVUZPMIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.0355  -13.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8250  -13.8757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.6165  -13.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1190  -12.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8286  -12.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8258  -11.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1172  -11.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5289  -11.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2385  -11.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9442  -11.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9415  -10.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2273   -9.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5245  -10.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4109  -12.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4122  -11.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6316  -11.1677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1480  -11.8312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6297  -12.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1188  -13.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6471   -9.7774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8262  -14.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2407  -12.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2213   -8.9666    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9495  -12.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1664  -15.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4209  -15.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2410  -15.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4932  -15.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 14  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 15  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
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  6  8  1  0
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 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
  4 19  1  0
 19  2  1  0
 11 20  1  0
  2 21  1  0
  9 22  1  0
 12 23  1  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521312

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.48

Molecular Weight (Monoisotopic): 403.1366

AlogP: 4.32

#Rotatable Bonds: 5

Polar Surface Area: 95.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.86

CX Basic pKa: 2.04

CX LogP: 3.77

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.08

References

1. Ritzén A, Sørensen MD, Dack KN, Greve DR, Jerre A, Carnerup MA, Rytved KA, Bagger-Bahnsen J..  (2016)  Fragment-Based Discovery of 6-Arylindazole JAK Inhibitors.,  7  (6): [PMID:27326341] [10.1021/acsmedchemlett.6b00087]

Source

Source(1):

• Scientific Literature