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

ID: ALA101457

PubChem CID: 44330124

Max Phase: Preclinical

Molecular Formula: C17H13NO3

Molecular Weight: 279.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=C(C(N)=O)C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C17H13NO3/c1-21-11-8-6-10(7-9-11)14-12-4-2-3-5-13(12)16(19)15(14)17(18)20/h2-9H,1H3,(H2,18,20)

Standard InChI Key:  IMLUVBRWDDJIOV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.1333    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    2.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000    1.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3625    2.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    2.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9125   -0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1042    0.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1542   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -2.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2167   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8333    0.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8333    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  5  2  0
 18 13  1  0
 19 18  1  0
 20 14  1  0
 21 17  1  0
  5  4  1  0
 21 20  2  0
 16 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA101457

   3-(4-Methoxy-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: 279.30

Molecular Weight (Monoisotopic): 279.0895

AlogP: 2.18

#Rotatable Bonds: 3

Polar Surface Area: 69.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: 0.08

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