JAK3_Inhibitor_VI

ID: ALA2218929

PubChem CID: 11449069

Max Phase: Preclinical

Molecular Formula: C18H13N3O

Molecular Weight: 287.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(-c3cccnc3)cc2/C1=C\c1ccc[nH]1

Standard InChI:  InChI=1S/C18H13N3O/c22-18-16(10-14-4-2-8-20-14)15-9-12(5-6-17(15)21-18)13-3-1-7-19-11-13/h1-11,20H,(H,21,22)/b16-10+

Standard InChI Key:  IQNTXIMXKCURDC-MHWRWJLKSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    7.2596    8.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9741    9.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6885    8.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6885    7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9741    7.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2596    7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4750    7.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9900    8.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4750    9.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    8.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8319    6.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1175    6.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4030    6.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4030    7.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1175    7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8319    7.5496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2200    6.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3150    5.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6005    5.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7721    6.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5925    6.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9281    5.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  1  9  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4 14  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7 17  2  0
  8  9  1  0
  8 10  2  0
 11 12  2  0
 11 16  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 17 20  1  0
 18 19  1  0
 18 22  2  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2218929

   JAK3 Inhibitor VI-CAS 856436-16-3

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.32

Molecular Weight (Monoisotopic): 287.1059

AlogP: 3.57

#Rotatable Bonds: 2

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.22

CX Basic pKa: 4.73

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: -0.71

References

1. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ..  (2013)  A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.,  451  (2): [PMID:23398362] [10.1042/bj20121418]

Source

Source(1):

• Scientific Literature