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

ID: ALA1091765

PubChem CID: 6187657

Max Phase: Preclinical

Molecular Formula: C15H9ClN2O2

Molecular Weight: 284.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H9ClN2O2/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:  JECOGJJTAAXRQA-QPEQYQDCSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   13.6792  -22.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6446  -23.1227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3421  -23.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0747  -23.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1054  -22.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4072  -21.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4381  -21.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1676  -20.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8393  -21.1881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5050  -20.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2440  -19.9160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4191  -19.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9313  -19.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3262  -20.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7323  -21.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5565  -21.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9756  -20.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5645  -19.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7417  -19.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9628  -22.1458    0.0000 Cl  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:

   

   ALA1091765

   2-(3-chlorophenyl)-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: 284.70

Molecular Weight (Monoisotopic): 284.0353

AlogP: 3.08

#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: 3.23

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -1.69

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