N-[6-(4-Hydroxyphenyl)-1H-indazol-4-yl]ethanesulfonamide

ID: ALA4531121

PubChem CID: 155546232

Max Phase: Preclinical

Molecular Formula: C15H15N3O3S

Molecular Weight: 317.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H15N3O3S/c1-2-22(20,21)18-15-8-11(7-14-13(15)9-16-17-14)10-3-5-12(19)6-4-10/h3-9,18-19H,2H2,1H3,(H,16,17)

Standard InChI Key:  ZBQJHZWQJDQOIW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.9733  -12.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628  -13.1452    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5543  -12.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568  -11.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7665  -11.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636  -10.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0550  -10.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4668  -10.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1763  -10.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820  -10.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -9.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1651   -9.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4624   -9.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487  -11.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3500  -10.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695  -10.4372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0858  -11.1007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675  -11.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0566  -12.7393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5850   -9.0468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7640  -13.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4723  -14.3728    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4531121

   ---

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: 317.37

Molecular Weight (Monoisotopic): 317.0834

AlogP: 2.70

#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: 8.05

CX Basic pKa: 2.04

CX LogP: 1.52

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -1.42

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