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

ID: ALA1092139

PubChem CID: 16450385

Max Phase: Preclinical

Molecular Formula: C15H9N3O4

Molecular Weight: 295.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC(c2ccc([N+](=O)[O-])cc2)=N/C1=C\c1cccnc1

Standard InChI:  InChI=1S/C15H9N3O4/c19-15-13(8-10-2-1-7-16-9-10)17-14(22-15)11-3-5-12(6-4-11)18(20)21/h1-9H/b13-8-

Standard InChI Key:  GVPVVVZMPXPDGR-JYRVWZFOSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.8667   -2.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8321   -3.3810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5296   -3.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2622   -3.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2929   -2.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5947   -2.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6256   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3551   -0.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0268   -1.4464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6925   -0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4315   -0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6066   -0.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1188    0.4858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5137   -0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9198   -1.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7440   -1.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1631   -0.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7520   -0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9292   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9894   -0.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4067   -0.2685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3970   -1.6974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
  2  3  1  0
  5  6  2  0
 20 21  2  0
 20 22  1  0
 17 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1092139

   2-(4-nitrophenyl)-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: 295.25

Molecular Weight (Monoisotopic): 295.0593

AlogP: 2.33

#Rotatable Bonds: 3

Polar Surface Area: 94.69

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.68

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.37

Np Likeness Score: -1.58

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