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

ID: ALA4567992

PubChem CID: 155560413

Max Phase: Preclinical

Molecular Formula: C16H17N3O3S

Molecular Weight: 331.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)Nc1cc(-c2ccc(O)cc2C)cc2[nH]ncc12

Standard InChI:  InChI=1S/C16H17N3O3S/c1-3-23(21,22)19-16-8-11(7-15-14(16)9-17-18-15)13-5-4-12(20)6-10(13)2/h4-9,19-20H,3H2,1-2H3,(H,17,18)

Standard InChI Key:  YVZNTCRMIJSHDO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.1095  -20.3679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8990  -21.1603    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6905  -20.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1930  -19.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9027  -19.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8998  -18.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1912  -18.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030  -18.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3125  -18.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0182  -18.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0155  -17.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3013  -17.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5986  -17.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849  -19.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862  -18.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7057  -18.4522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220  -19.1158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7037  -19.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928  -20.7544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7212  -17.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9002  -21.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085  -22.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3147  -19.5199    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
M  END

Alternative Forms

1. Parent:

   

   ALA4567992

   ---

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: 331.40

Molecular Weight (Monoisotopic): 331.0991

AlogP: 3.01

#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: 2.04

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.29

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