N-[6-(3-Fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]ethanesulfonamide

ID: ALA4516561

PubChem CID: 155540191

Max Phase: Preclinical

Molecular Formula: C15H14FN3O3S

Molecular Weight: 335.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1cc(-c2ccc(O)c(F)c2)cc2[nH]ncc12

Standard InChI:  InChI=1S/C15H14FN3O3S/c1-2-23(21,22)19-14-7-10(6-13-11(14)8-17-18-13)9-3-4-15(20)12(16)5-9/h3-8,19-20H,2H2,1H3,(H,17,18)

Standard InChI Key:  PQUWBTQUHMDJRP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   21.9569  -11.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7464  -11.8947    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.5379  -11.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0403  -10.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7500  -10.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7472   -9.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0385   -9.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4503   -9.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1598   -9.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8655   -9.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8629   -8.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1487   -7.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4459   -8.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3323  -10.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3335   -9.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5530   -9.1866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0693   -9.8502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5510  -10.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0401  -11.4888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5685   -7.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7475  -12.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4558  -13.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1427   -6.9856    0.0000 F   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
 11 12  2  0
 12 13  1  0
 13  8  2  0
  6  8  1  0
 14 15  2  0
 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
 21 22  1  0
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516561

   ---

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: 335.36

Molecular Weight (Monoisotopic): 335.0740

AlogP: 2.84

#Rotatable Bonds: 4

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: 1.66

CX LogD: 1.54

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.70

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