4-Methoxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid methyl ester

ID: ALA316567

PubChem CID: 44330125

Max Phase: Preclinical

Molecular Formula: C18H14O4

Molecular Weight: 294.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(c2ccccc2)c2c(OC)cccc2C1=O

Standard InChI:  InChI=1S/C18H14O4/c1-21-13-10-6-9-12-15(13)14(11-7-4-3-5-8-11)16(17(12)19)18(20)22-2/h3-10H,1-2H3

Standard InChI Key:  QWWAGFSYBAFLFG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    0.2000    1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    0.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0708    1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333    2.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7458    0.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375    2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7875    2.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    0.5833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7208   -0.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542    0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -1.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792   -1.7125    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  4  2  0
 10  6  2  0
 11  5  2  0
 12  6  1  0
 13  9  1  0
 14 11  1  0
 15  9  1  0
 16  7  2  0
 17  7  1  0
 18 12  1  0
 19 13  1  0
 20 17  2  0
 21 16  1  0
 22 20  1  0
  5  4  1  0
 14 15  2  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA316567

   4-Methoxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid methyl ester

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: 294.31

Molecular Weight (Monoisotopic): 294.0892

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: 0.22

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