1-Oxo-3-phenyl-1H-indene-2-carboxylic acid dimethylamide

ID: ALA317989

PubChem CID: 44330150

Max Phase: Preclinical

Molecular Formula: C18H15NO2

Molecular Weight: 277.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)C1=C(c2ccccc2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C18H15NO2/c1-19(2)18(21)16-15(12-8-4-3-5-9-12)13-10-6-7-11-14(13)17(16)20/h3-11H,1-2H3

Standard InChI Key:  IJCHVACNFLURPB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.0417    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458    0.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8667    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2333    1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750    0.3958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1875   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958    2.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792    1.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9083    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458    1.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167   -0.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7458   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583    1.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4833   -1.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  3  1  0
  7  4  1  0
  8  2  1  0
  9  3  2  0
 10  4  2  0
 11  5  2  0
 12  6  2  0
 13  7  1  0
 14  7  1  0
 15  8  1  0
 16  8  2  0
 17 11  1  0
 18 12  1  0
 19 16  1  0
 20 15  2  0
 21 19  2  0
  6  5  1  0
 18 17  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA317989

   N,N-dimethyl-1-oxo-3-phenylindene-2-carboxamide

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: 277.32

Molecular Weight (Monoisotopic): 277.1103

AlogP: 2.77

#Rotatable Bonds: 2

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.26

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