2-(3-bromophenyl)-4-(pyridin-3-ylmethylene)oxazol-5(4H)-one

ID: ALA1091041

PubChem CID: 5953789

Max Phase: Preclinical

Molecular Formula: C15H9BrN2O2

Molecular Weight: 329.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC(c2cccc(Br)c2)=N/C1=C\c1cccnc1

Standard InChI:  InChI=1S/C15H9BrN2O2/c16-12-5-1-4-11(8-12)14-18-13(15(19)20-14)7-10-3-2-6-17-9-10/h1-9H/b13-7-

Standard InChI Key:  UBEOAFQCFKQVDY-QPEQYQDCSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    5.7125   -9.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6779  -10.0935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3754  -10.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1080  -10.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388   -9.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405   -8.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2009   -7.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8726   -8.1589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5383   -7.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2773   -6.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4524   -6.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9646   -6.2267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3596   -7.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7656   -8.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5898   -8.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0090   -7.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5979   -6.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7750   -6.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9962   -9.1167    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  5  6  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
  6  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
  8  9  1  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 10 14  1  0
  4  5  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091041

   2-(3-bromophenyl)-4-(pyridin-3-ylmethylene)oxazol-5(4H)-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: 329.15

Molecular Weight (Monoisotopic): 327.9847

AlogP: 3.19

#Rotatable Bonds: 2

Polar Surface Area: 51.55

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.68

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -1.54

References

1. Okamoto M, Takayama K, Shimizu T, Muroya A, Furuya T..  (2010)  Structure-activity relationship of novel DAPK inhibitors identified by structure-based virtual screening.,  18  (7): [PMID:20206532] [10.1016/j.bmc.2010.02.018]

Source

Source(1):

• Scientific Literature