2-Chloro-N-[6-(2-ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]benzenesulfonamide

ID: ALA4560212

PubChem CID: 155558352

Max Phase: Preclinical

Molecular Formula: C21H17ClFN3O3S

Molecular Weight: 445.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)c2ccccc2Cl)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C21H17ClFN3O3S/c1-2-12-9-20(27)17(23)10-14(12)13-7-18-15(11-24-25-18)19(8-13)26-30(28,29)21-6-4-3-5-16(21)22/h3-11,26-27H,2H2,1H3,(H,24,25)

Standard InChI Key:  VPIZBXRPGLRGBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   34.8214  -20.7476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6109  -21.5400    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.4024  -21.3261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9049  -20.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6146  -19.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6117  -19.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9031  -18.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3149  -18.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0244  -19.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7301  -18.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7275  -17.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0132  -17.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3105  -17.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1969  -19.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1981  -19.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4176  -18.8319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9339  -19.4955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4156  -20.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9047  -21.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4331  -17.4416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6121  -22.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0267  -19.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0073  -16.6309    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7355  -20.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9021  -22.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9029  -23.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6142  -23.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3262  -23.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3218  -22.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0269  -22.3493    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
  9 22  1  0
 12 23  1  0
 22 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 21  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560212

   ---

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: 445.90

Molecular Weight (Monoisotopic): 445.0663

AlogP: 5.09

#Rotatable Bonds: 5

Polar Surface Area: 95.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.71

CX Basic pKa: 2.03

CX LogP: 4.83

CX LogD: 4.22

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.53

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