4-(pyridin-3-ylmethylene)-2-m-tolyloxazol-5(4H)-one

ID: ALA1091786

Cas Number: 313970-78-4

PubChem CID: 5285453

Max Phase: Preclinical

Molecular Formula: C16H12N2O2

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C2=N/C(=C\c3cccnc3)C(=O)O2)c1

Standard InChI:  InChI=1S/C16H12N2O2/c1-11-4-2-6-13(8-11)15-18-14(16(19)20-15)9-12-5-3-7-17-10-12/h2-10H,1H3/b14-9-

Standard InChI Key:  QQRJBDZONBKMBD-ZROIWOOFSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    4.8111  -15.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099  -16.3315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5247  -16.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2412  -16.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2383  -15.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5229  -15.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5205  -14.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2337  -13.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9911  -14.1892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5413  -13.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1266  -12.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3202  -13.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7065  -12.4839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2695  -13.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3024  -14.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0325  -15.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7303  -14.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6932  -13.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9627  -13.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3884  -13.4475    0.0000 C   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
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091786

   4-Pyridin-3-ylmethylene-2-m-tolyl-4H-oxazol-5-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: 264.28

Molecular Weight (Monoisotopic): 264.0899

AlogP: 2.73

#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: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -1.60

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays