N-(6-(4-Hydroxy-2,6-dimethylphenyl)-1H-indazol-4-yl)ethanesulfonamide

ID: ALA4577685

PubChem CID: 155565077

Max Phase: Preclinical

Molecular Formula: C17H19N3O3S

Molecular Weight: 345.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1cc(-c2c(C)cc(O)cc2C)cc2[nH]ncc12

Standard InChI:  InChI=1S/C17H19N3O3S/c1-4-24(22,23)20-16-8-12(7-15-14(16)9-18-19-15)17-10(2)5-13(21)6-11(17)3/h5-9,20-21H,4H2,1-3H3,(H,18,19)

Standard InChI Key:  HEHFJBTUIZUCRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   29.5179   -4.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3075   -5.4975    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.0990   -5.2835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6014   -4.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3111   -3.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3083   -3.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5996   -2.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0114   -2.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7209   -3.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4266   -2.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4240   -1.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7097   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0070   -1.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8934   -3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8946   -3.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1141   -2.7894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6304   -3.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1121   -4.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6012   -5.0915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1296   -1.3991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3086   -6.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0169   -6.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7232   -3.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2966   -1.4145    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
  9 23  1  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4577685

   ---

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: 345.42

Molecular Weight (Monoisotopic): 345.1147

AlogP: 3.31

#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: 2.55

CX LogD: 2.47

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: -1.08

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