VEGF_Receptor_2_Kinase_Inhibitor_II

ID: ALA2218925

PubChem CID: 5354038

Max Phase: Preclinical

Molecular Formula: C17H15BrN2O

Molecular Weight: 343.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(Br)cc2/C1=C\c1cc2c([nH]1)CCCC2

Standard InChI:  InChI=1S/C17H15BrN2O/c18-11-5-6-16-13(8-11)14(17(21)20-16)9-12-7-10-3-1-2-4-15(10)19-12/h5-9,19H,1-4H2,(H,20,21)/b14-9+

Standard InChI Key:  RFHPWPWVGFSLOP-NTEUORMPSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    6.8593    8.6013    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.6409    8.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8141    7.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5943    7.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2089    7.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0419    8.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2548    8.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9252    7.4285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7535    6.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9308    6.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5202    5.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6988    5.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2126    6.4905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4259    6.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4259    5.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2126    5.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7129    5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    6.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7129    6.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3032    6.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  2  0
  4  3  1  0
  4  5  2  0
  5  6  1  0
  7  6  2  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  4 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
 15 14  2  0
 15 16  1  0
 12 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 14 20  1  0
  9 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2218925

   (3E)-5-bromo-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylidene)-1H-indol-2-one

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: 343.22

Molecular Weight (Monoisotopic): 342.0368

AlogP: 4.15

#Rotatable Bonds: 1

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -0.70

References

1. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ..  (2013)  A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.,  451  (2): [PMID:23398362] [10.1042/bj20121418]

Source

Source(1):

• Scientific Literature