Methyl 3-[[6-(2-ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]sulfamoyl]-propanoate

ID: ALA4483513

PubChem CID: 155540621

Max Phase: Preclinical

Molecular Formula: C19H20FN3O5S

Molecular Weight: 421.45

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20FN3O5S/c1-3-11-8-18(24)15(20)9-13(11)12-6-16-14(10-21-22-16)17(7-12)23-29(26,27)5-4-19(25)28-2/h6-10,23-24H,3-5H2,1-2H3,(H,21,22)

Standard InChI Key:  AYLMOPXFFHJMMR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.7427  -20.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5322  -20.9250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.3238  -20.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8262  -19.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5359  -19.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5330  -18.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8244  -18.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2362  -18.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9457  -18.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6514  -18.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6488  -17.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9345  -16.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2318  -17.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1182  -19.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1194  -18.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3389  -18.2170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8552  -18.8806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3369  -19.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8260  -20.5191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3544  -16.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5334  -21.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9480  -19.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9286  -16.0160    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.6568  -19.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2417  -22.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2429  -22.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9512  -23.3774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5358  -23.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9524  -24.1946    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
 21 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483513

   ---

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: 421.45

Molecular Weight (Monoisotopic): 421.1108

AlogP: 2.94

#Rotatable Bonds: 7

Polar Surface Area: 121.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.07

CX Basic pKa: 2.04

CX LogP: 2.13

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.05

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