N-(4-chlorophenyl)-5-phenyloxazole-2-carboxamide

ID: ALA4878342

PubChem CID: 16949671

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O2

Molecular Weight: 298.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)c1ncc(-c2ccccc2)o1

Standard InChI:  InChI=1S/C16H11ClN2O2/c17-12-6-8-13(9-7-12)19-15(20)16-18-10-14(21-16)11-4-2-1-3-5-11/h1-10H,(H,19,20)

Standard InChI Key:  HTUUFUFAECOJCY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.4151   -1.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0634   -2.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5284   -3.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3450   -3.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6944   -2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2274   -1.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5089   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0438   -3.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7967   -2.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7271   -1.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9313   -1.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4963   -3.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4803   -4.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2118   -2.8172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9114   -3.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8901   -4.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5889   -4.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3054   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188   -3.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6194   -2.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0056   -4.5031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878342

   N-(4-chlorophenyl)-5-phenyl-1,3-oxazole-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.73

Molecular Weight (Monoisotopic): 298.0509

AlogP: 4.25

#Rotatable Bonds: 3

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.11

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -1.48

References

1. Zhang R, Mo H, Ma YY, Zhao DG, Zhang K, Zhang T, Chen X, Zheng X..  (2021)  Synthesis and structure-activity relationships of 5-phenyloxazole-2-carboxylic acid derivatives as novel inhibitors of tubulin polymerization.,  40  [PMID:33753264] [10.1016/j.bmcl.2021.127968]

Source

Source(1):

• Scientific Literature