N-[6-(2-Chloro-4-hydroxy-phenyl)-1H-indazol-4-yl]ethanesulfonamide

ID: ALA4589842

PubChem CID: 155568261

Max Phase: Preclinical

Molecular Formula: C15H14ClN3O3S

Molecular Weight: 351.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1cc(-c2ccc(O)cc2Cl)cc2[nH]ncc12

Standard InChI:  InChI=1S/C15H14ClN3O3S/c1-2-23(21,22)19-15-6-9(5-14-12(15)8-17-18-14)11-4-3-10(20)7-13(11)16/h3-8,19-20H,2H2,1H3,(H,17,18)

Standard InChI Key:  RKZMBXKNTSFKCF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.8427  -11.2921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6322  -12.0845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.4237  -11.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9262  -10.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6359  -10.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6330   -9.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9244   -9.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3362   -9.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0457   -9.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7514   -9.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7488   -8.3983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0345   -7.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3318   -8.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2182  -10.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2194   -9.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4389   -9.3765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9552  -10.0400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4369  -10.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9260  -11.6786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4544   -7.9861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6334  -12.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3417  -13.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0479  -10.4442    0.0000 Cl  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
  9 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4589842

   ---

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: 351.82

Molecular Weight (Monoisotopic): 351.0444

AlogP: 3.35

#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: 7.94

CX Basic pKa: 2.04

CX LogP: 2.13

CX LogD: 2.03

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -1.49

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