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

ID: ALA4879309

PubChem CID: 164627543

Max Phase: Preclinical

Molecular Formula: C19H18N2O5

Molecular Weight: 354.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cnc(C(=O)Nc3ccccc3)o2)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H18N2O5/c1-23-14-9-12(10-15(24-2)17(14)25-3)16-11-20-19(26-16)18(22)21-13-7-5-4-6-8-13/h4-11H,1-3H3,(H,21,22)

Standard InChI Key:  CGZRXZPUENKFBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.1901   -2.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8383   -3.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -4.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1199   -4.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -3.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0023   -2.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2838   -3.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8187   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5716   -3.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5021   -2.7718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7062   -2.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2712   -4.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2552   -4.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9867   -3.6138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6863   -4.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6650   -4.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3638   -5.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0803   -4.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0937   -4.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3943   -3.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9575   -4.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4222   -5.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -3.5573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6758   -4.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7247   -2.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9102   -2.1466    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
  3 21  1  0
 23 24  1  0
  2 23  1  0
 25 26  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879309

   ---

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: 354.36

Molecular Weight (Monoisotopic): 354.1216

AlogP: 3.62

#Rotatable Bonds: 6

Polar Surface Area: 82.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.26

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -0.74

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