7-Oxo-5-phenyl-7H-[2]pyrindine-6-carboxylic acid methyl ester

ID: ALA98447

PubChem CID: 44330158

Max Phase: Preclinical

Molecular Formula: C16H11NO3

Molecular Weight: 265.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(c2ccccc2)c2ccncc2C1=O

Standard InChI:  InChI=1S/C16H11NO3/c1-20-16(19)14-13(10-5-3-2-4-6-10)11-7-8-17-9-12(11)15(14)18/h2-9H,1H3

Standard InChI Key:  OCRSZPAAGGFWFA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.5417    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    0.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542    1.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250    0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7250    1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3167   -0.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    1.7375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    1.4333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    1.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7792    0.3083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958    0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583    0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2375   -1.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6042    0.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -1.9917    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 11  1  0
 11  5  2  0
 12  6  1  0
 13  4  2  0
 14 13  1  0
 15  7  1  0
 16  7  2  0
 17 12  1  0
 18 15  2  0
 19 16  1  0
 20 19  2  0
  5  4  1  0
 10 14  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA98447

   7-Oxo-5-phenyl-7H-[2]pyrindine-6-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: 265.27

Molecular Weight (Monoisotopic): 265.0739

AlogP: 2.25

#Rotatable Bonds: 2

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.39

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: 0.11

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