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

ID: ALA98396

PubChem CID: 12424767

Max Phase: Preclinical

Molecular Formula: C16H10O3

Molecular Weight: 250.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H10O3/c17-15-12-9-5-4-8-11(12)13(14(15)16(18)19)10-6-2-1-3-7-10/h1-9H,(H,18,19)

Standard InChI Key:  HKYGBNDDWDZUHI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -0.0583    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    0.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -0.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    2.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    1.9708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458    2.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583    0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583    1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -1.7542    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  6  1  0
 11  4  2  0
 12  5  2  0
 13  7  1  0
 14  7  2  0
 15 11  1  0
 16 12  1  0
 17 14  1  0
 18 13  2  0
 19 17  2  0
  5  4  1  0
 16 15  2  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA98396

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

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: 250.25

Molecular Weight (Monoisotopic): 250.0630

AlogP: 2.77

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.93

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 0.50

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: 0.34

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