N-(6-chloro-5-phenyl-1H-indazol-3-yl)butyramide

ID: ALA1095040

PubChem CID: 22319604

Max Phase: Preclinical

Molecular Formula: C17H16ClN3O

Molecular Weight: 313.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=O)Nc1n[nH]c2cc(Cl)c(-c3ccccc3)cc12

Standard InChI:  InChI=1S/C17H16ClN3O/c1-2-6-16(22)19-17-13-9-12(11-7-4-3-5-8-11)14(18)10-15(13)20-21-17/h3-5,7-10H,2,6H2,1H3,(H2,19,20,21,22)

Standard InChI Key:  WGVVIVGNBSSANI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.1486   -1.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4653   -1.6036    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.9556   -1.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5076   -1.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2527   -2.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4457   -2.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1063   -2.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104   -0.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7624   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5075    0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005    0.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1485    0.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4034   -0.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9200    1.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3680    1.9063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6143    1.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002    1.9832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147    1.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5291    1.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581    1.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8147    0.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0
  1  3  2  0
  1  7  1  0
  8  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 14  1  0
 10 11  2  0
 11 16  1  0
 11 12  1  0
 12 13  2  0
 14 15  1  0
 16 15  2  0
 16 17  1  0
 18 17  1  0
 18 22  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095040

   N-(6-chloro-5-phenyl-1H-indazol-3-yl)butanamide

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: 313.79

Molecular Weight (Monoisotopic): 313.0982

AlogP: 4.62

#Rotatable Bonds: 4

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: 11.11

CX Basic pKa: 0.73

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -1.14

References

1. Lesuisse D, Dutruc-Rosset G, Tiraboschi G, Dreyer MK, Maignan S, Chevalier A, Halley F, Bertrand P, Burgevin MC, Quarteronet D, Rooney T..  (2010)  Rational design of potent GSK3beta inhibitors with selectivity for Cdk1 and Cdk2.,  20  (6): [PMID:20167481] [10.1016/j.bmcl.2010.01.114]

2. Lesuisse D, Tiraboschi G, Krick A, Abecassis PY, Dutruc-Rosset G, Babin D, Halley F, Châtreau F, Lachaud S, Chevalier A, Quarteronet D, Burgevin MC, Amara C, Bertrand P, Rooney T..  (2010)  Design of potent and selective GSK3beta inhibitors with acceptable safety profile and pharmacokinetics.,  20  (7): [PMID:20189807] [10.1016/j.bmcl.2010.01.132]

Source

Source(1):

• Scientific Literature