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

ID: ALA4567359

PubChem CID: 155544706

Max Phase: Preclinical

Molecular Formula: C14H13N3O3S

Molecular Weight: 303.34

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H13N3O3S/c1-21(19,20)17-14-7-10(6-13-12(14)8-15-16-13)9-2-4-11(18)5-3-9/h2-8,17-18H,1H3,(H,15,16)

Standard InChI Key:  IORSPJDJAZSUDL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    4.4780   -5.4232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -6.2156    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591   -6.0017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5615   -4.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712   -4.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2684   -3.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5597   -3.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9715   -3.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6810   -3.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3867   -3.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3841   -2.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6699   -2.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9671   -2.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -4.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8547   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0742   -3.5075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5905   -4.1711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0722   -4.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5613   -5.8097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0897   -2.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2687   -7.0356    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
M  END

Alternative Forms

1. Parent:

   

   ALA4567359

   ---

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: 303.34

Molecular Weight (Monoisotopic): 303.0678

AlogP: 2.31

#Rotatable Bonds: 3

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: 7.78

CX Basic pKa: 2.05

CX LogP: 1.01

CX LogD: 0.88

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -1.22

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