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

ID: ALA4518744

PubChem CID: 155541475

Max Phase: Preclinical

Molecular Formula: C15H14ClN3O3S

Molecular Weight: 351.82

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H14ClN3O3S/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:  AOHRFLGUXHZIPP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   20.9498   -4.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7393   -5.3571    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5308   -5.1432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0333   -4.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7430   -3.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7401   -2.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0315   -2.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4433   -2.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1528   -2.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8585   -2.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8558   -1.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1416   -1.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4389   -1.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3253   -3.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3265   -2.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5460   -2.6491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0623   -3.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5440   -3.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0331   -4.9512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5615   -1.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7405   -6.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4488   -6.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1357   -0.4480    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
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518744

   ---

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: 7.62

CX Basic pKa: 2.04

CX LogP: 2.13

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -1.58

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