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

ID: ALA4528395

PubChem CID: 155545114

Max Phase: Preclinical

Molecular Formula: C20H17FN4O3S

Molecular Weight: 412.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)c2ccccn2)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C20H17FN4O3S/c1-2-12-9-19(26)16(21)10-14(12)13-7-17-15(11-23-24-17)18(8-13)25-29(27,28)20-5-3-4-6-22-20/h3-11,25-26H,2H2,1H3,(H,23,24)

Standard InChI Key:  JQMWMVMZFDEDHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.4780   -6.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -7.0411    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591   -6.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615   -5.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712   -5.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -4.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5597   -4.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715   -4.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6810   -4.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3867   -4.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3841   -3.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6699   -2.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671   -3.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8547   -4.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -4.3330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905   -4.9966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722   -5.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -6.6351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0897   -2.9427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2687   -7.8611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6833   -5.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6639   -2.1320    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3921   -5.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -8.2678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5595   -9.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -9.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9828   -9.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9785   -8.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
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  6  7  2  0
  7 15  1  0
  8  9  1  0
  9 10  2  0
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  6  8  1  0
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 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  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528395

   ---

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: 412.45

Molecular Weight (Monoisotopic): 412.1005

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 107.97

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.72

CX Basic pKa: 2.02

CX LogP: 3.61

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.30

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