N-[6-(2-Ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]ethanesulfonamide

ID: ALA4483364

PubChem CID: 155540484

Max Phase: Preclinical

Molecular Formula: C17H18FN3O3S

Molecular Weight: 363.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18FN3O3S/c1-3-10-7-17(22)14(18)8-12(10)11-5-15-13(9-19-20-15)16(6-11)21-25(23,24)4-2/h5-9,21-22H,3-4H2,1-2H3,(H,19,20)

Standard InChI Key:  JCTMSESLEAUMIV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   30.5374  -18.6840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3269  -19.4764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.1184  -19.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6208  -18.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3305  -17.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3277  -17.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6191  -16.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0308  -16.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7403  -17.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4460  -16.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4434  -15.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7292  -15.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0264  -15.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9128  -17.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9140  -17.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1335  -16.7683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6498  -17.4319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1315  -18.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6206  -19.0705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1490  -15.3780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3281  -20.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0364  -20.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7426  -17.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4514  -18.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7232  -14.5673    0.0000 F   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
 23 24  1  0
 12 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483364

   ---

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: 363.41

Molecular Weight (Monoisotopic): 363.1053

AlogP: 3.40

#Rotatable Bonds: 5

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: 7.89

CX Basic pKa: 2.04

CX LogP: 2.62

CX LogD: 2.50

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -1.33

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