1-Oxo-3-phenyl-1H-indene-2-carboxylic acid (2-diethylamino-ethyl)-amide

ID: ALA99113

PubChem CID: 44330136

Max Phase: Preclinical

Molecular Formula: C22H24N2O2

Molecular Weight: 348.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)C1=C(c2ccccc2)c2ccccc2C1=O

Standard InChI:  InChI=1S/C22H24N2O2/c1-3-24(4-2)15-14-23-22(26)20-19(16-10-6-5-7-11-16)17-12-8-9-13-18(17)21(20)25/h5-13H,3-4,14-15H2,1-2H3,(H,23,26)

Standard InChI Key:  RSXASCWSQQMLRZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -0.0583    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    0.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3250    1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7667    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2875    2.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792    0.5833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417   -0.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9958    0.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0458    2.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    0.5833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8375   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542    0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583    0.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7583    1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2292   -1.7167    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 15  1  0
 12  4  2  0
 13  5  2  0
 14 10  1  0
 15 14  1  0
 16  7  2  0
 17  7  1  0
 18 11  1  0
 19 11  1  0
 20 12  1  0
 21 13  1  0
 22 19  1  0
 23 18  1  0
 24 17  2  0
 25 16  1  0
 26 24  1  0
  5  4  1  0
 21 20  2  0
 25 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA99113

   N-[2-(diethylamino)ethyl]-1-oxo-3-phenylindene-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: 348.45

Molecular Weight (Monoisotopic): 348.1838

AlogP: 3.14

#Rotatable Bonds: 7

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.34

CX LogP: 3.09

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -0.57

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