1-Hydroxy-3-phenyl-1H-indene-2-carboxylic acid amide

ID: ALA319570

PubChem CID: 44330062

Max Phase: Preclinical

Molecular Formula: C16H13NO2

Molecular Weight: 251.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C1=C(c2ccccc2)c2ccccc2C1O

Standard InChI:  InChI=1S/C16H13NO2/c17-16(19)14-13(10-6-2-1-3-7-10)11-8-4-5-9-12(11)15(14)18/h1-9,15,18H,(H2,17,19)

Standard InChI Key:  XUQLQFBLDQBOPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    5.4250   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -2.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1500   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1500   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917   -3.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6625   -1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -0.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6542   -2.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -3.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -1.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -4.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -2.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -5.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -4.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -5.2500    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  6  2  0
  3  9  1  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:

   

   ALA319570

   1-hydroxy-3-phenyl-1H-indene-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: 251.29

Molecular Weight (Monoisotopic): 251.0946

AlogP: 2.02

#Rotatable Bonds: 2

Polar Surface Area: 63.32

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.51

CX Basic pKa: ┄

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: 0.17

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