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

ID: ALA1091766

PubChem CID: 5796642

Max Phase: Preclinical

Molecular Formula: C16H11BrN2O2

Molecular Weight: 343.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C2=N/C(=C\c3cccnc3)C(=O)O2)ccc1Br

Standard InChI:  InChI=1S/C16H11BrN2O2/c1-10-7-12(4-5-13(10)17)15-19-14(16(20)21-15)8-11-3-2-6-18-9-11/h2-9H,1H3/b14-8-

Standard InChI Key:  AIDLMCGWDDGYCV-ZSOIEALJSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -3.3416   -1.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3763   -2.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6788   -3.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462   -2.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9154   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6136   -1.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827   -0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8533   -0.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -0.8506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158   -0.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7768    0.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6018    0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0896    1.0817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3054   -0.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7115   -1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   -1.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9548   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420   -1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7798   -0.3843    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  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
  2  3  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091766

   2-(4-bromo-3-methylphenyl)-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: 343.18

Molecular Weight (Monoisotopic): 342.0004

AlogP: 3.50

#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: 3.90

CX LogD: 3.90

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: -1.48

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