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

ID: ALA4876794

PubChem CID: 16949611

Max Phase: Preclinical

Molecular Formula: C17H14N2O3

Molecular Weight: 294.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2ncc(-c3ccccc3)o2)cc1

Standard InChI:  InChI=1S/C17H14N2O3/c1-21-14-9-7-13(8-10-14)19-16(20)17-18-11-15(22-17)12-5-3-2-4-6-12/h2-11H,1H3,(H,19,20)

Standard InChI Key:  XTHKURHQEJEUCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0551  -22.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7034  -23.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1683  -23.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9849  -23.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3344  -23.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673  -22.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1489  -22.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6837  -23.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4366  -23.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3671  -22.4381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5712  -22.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1362  -23.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1202  -24.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8518  -23.2800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5513  -23.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5300  -24.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2288  -24.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9453  -24.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9588  -23.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2593  -23.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6428  -24.9670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3579  -24.5713    0.0000 C   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
 21 22  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876794

   N-(4-methoxyphenyl)-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: 294.31

Molecular Weight (Monoisotopic): 294.1004

AlogP: 3.60

#Rotatable Bonds: 4

Polar Surface Area: 64.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.17

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