7-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid methyl ester

ID: ALA99049

PubChem CID: 44330159

Max Phase: Preclinical

Molecular Formula: C18H14O3

Molecular Weight: 278.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(c2ccccc2)c2cccc(C)c2C1=O

Standard InChI:  InChI=1S/C18H14O3/c1-11-7-6-10-13-14(11)17(19)16(18(20)21-2)15(13)12-8-4-3-5-9-12/h3-10H,1-2H3

Standard InChI Key:  KFNUZMQELPMNFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    0.5417    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250    1.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    2.6958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    2.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    1.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    0.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2375   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    2.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042    0.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -1.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -1.7667    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  5  2  0
 10  6  2  0
 11  6  1  0
 12  4  2  0
 13 12  1  0
 14  9  1  0
 15  7  1  0
 16  7  2  0
 17  9  1  0
 18 11  1  0
 19 16  1  0
 20 15  2  0
 21 19  2  0
  5  4  1  0
 14 13  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA99049

   Methyl 4-methyl-3-oxo-1-phenylindene-2-carboxylate

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: 278.31

Molecular Weight (Monoisotopic): 278.0943

AlogP: 3.17

#Rotatable Bonds: 2

Polar Surface Area: 43.37

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.83

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.63

Np Likeness Score: 0.38

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