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

ID: ALA4554460

PubChem CID: 155556474

Max Phase: Preclinical

Molecular Formula: C18H18FN3O3S

Molecular Weight: 375.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)C2CC2)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C18H18FN3O3S/c1-2-10-7-18(23)15(19)8-13(10)11-5-16-14(9-20-21-16)17(6-11)22-26(24,25)12-3-4-12/h5-9,12,22-23H,2-4H2,1H3,(H,20,21)

Standard InChI Key:  GYUZMFRMASYQQJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.6378  -20.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273  -21.1149    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2188  -20.9010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7213  -19.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4309  -19.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4281  -18.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7195  -18.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1312  -18.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8408  -18.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5465  -18.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5438  -17.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8296  -17.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1268  -17.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0132  -19.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145  -18.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339  -18.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7503  -19.0704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2320  -19.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7211  -20.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2494  -17.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285  -21.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8430  -19.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8236  -16.2058    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5518  -19.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0229  -22.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429  -22.6450    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
  9 22  1  0
 12 23  1  0
 22 24  1  0
 25 21  1  0
 26 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554460

   ---

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: 375.43

Molecular Weight (Monoisotopic): 375.1053

AlogP: 3.54

#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: 7.84

CX Basic pKa: 2.04

CX LogP: 2.88

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.12

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