3-(4-Chloro-phenyl)-1-oxo-1H-indene-2-carboxylic acid amide

ID: ALA99724

PubChem CID: 44330203

Max Phase: Preclinical

Molecular Formula: C16H10ClNO2

Molecular Weight: 283.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C1=C(c2ccc(Cl)cc2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C16H10ClNO2/c17-10-7-5-9(6-8-10)13-11-3-1-2-4-12(11)15(19)14(13)16(18)20/h1-8H,(H2,18,20)

Standard InChI Key:  WKDFVEBWKFYAFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.2750    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125    2.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958    1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1000    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    2.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    2.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5083   -0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8167   -2.4417    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250    1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7  2  1  0
  8  3  2  0
  9  6  2  0
 10  7  2  0
 11  7  1  0
 12  6  1  0
 13 15  1  0
 14  4  2  0
 15 11  2  0
 16 10  1  0
 17 13  1  0
 18  5  2  0
 19 14  1  0
 20 18  1  0
  5  4  1  0
 20 19  2  0
 16 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA99724

   3-(4-Chloro-phenyl)-1-oxo-1H-indene-2-carboxylic acid amide

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: 283.71

Molecular Weight (Monoisotopic): 283.0400

AlogP: 2.82

#Rotatable Bonds: 2

Polar Surface Area: 60.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -0.18

References

1. Barvian M, Panek R, Lu G, Kraker A, Amar A, Hartl B, Hamby J, Showalter H.  (1997)  1-Oxo-3-aryl-1H-indene-2-carboxylic acid derivatives as selective inhibitors of fibroblast growth factor receptor-1 tyrosine kinase,  7  (22): [10.1016/S0960-894X(97)10110-X]

Source

Source(1):

• Scientific Literature