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

ID: ALA4529314

PubChem CID: 155545338

Max Phase: Preclinical

Molecular Formula: C22H27FN4O3S

Molecular Weight: 446.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)CCN2CCCCC2)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C22H27FN4O3S/c1-2-15-12-22(28)19(23)13-17(15)16-10-20-18(14-24-25-20)21(11-16)26-31(29,30)9-8-27-6-4-3-5-7-27/h10-14,26,28H,2-9H2,1H3,(H,24,25)

Standard InChI Key:  CDWPEMMGCKFZHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.7054   -2.9097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4949   -3.7021    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.2864   -3.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7889   -2.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4985   -2.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4957   -1.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7871   -0.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1988   -0.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9084   -1.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6140   -0.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6114   -0.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8972    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1944   -0.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0808   -2.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0820   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3015   -0.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8179   -1.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2995   -2.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7887   -3.2962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3170    0.4044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4961   -4.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9106   -2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8912    1.2116    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.6194   -2.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2044   -4.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2055   -5.7469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4979   -6.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4971   -6.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2036   -7.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9126   -6.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9150   -6.1504    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
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  7 15  1  0
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 12 13  1  0
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  6  8  1  0
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 17 18  2  0
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  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
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529314

   ---

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: 446.55

Molecular Weight (Monoisotopic): 446.1788

AlogP: 3.86

#Rotatable Bonds: 7

Polar Surface Area: 98.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.06

CX Basic pKa: 7.82

CX LogP: 2.24

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -1.35

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