ethyl 2-(4-chlorophenyl)-5-methyloxazole-4-carboxylate

ID: ALA5179203

Cas Number: 61151-97-1

PubChem CID: 12282193

Max Phase: Preclinical

Molecular Formula: C13H12ClNO3

Molecular Weight: 265.70

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nc(-c2ccc(Cl)cc2)oc1C

Standard InChI:  InChI=1S/C13H12ClNO3/c1-3-17-13(16)11-8(2)18-12(15-11)9-4-6-10(14)7-5-9/h4-7H,3H2,1-2H3

Standard InChI Key:  SFBUVIPHIDIOPW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -2.3969   -0.7961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824   -0.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9705   -0.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9705   -1.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6805   -2.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3969   -1.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2558   -0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1696    0.4370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976   -0.7186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494    1.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371    2.0370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    1.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864    2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1111    2.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.0370    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  7  3  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 10 17  1  0
  6 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5179203

   4-Oxazolecarboxylic acid, 2-(4-chlorophenyl)-5-methyl-, ethyl ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 265.70

Molecular Weight (Monoisotopic): 265.0506

AlogP: 3.48

#Rotatable Bonds: 3

Polar Surface Area: 52.33

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.80

Np Likeness Score: -1.57

References

1. Peng T, He Y, Wang T, Yu J, Ma X, Zhou Z, Sheng Y, Li L, Peng H, Li S, Zou J, Yuan Y, Zhao Y, Shi H, Li F, Liu W, Hu K, Lu X, Lu X, Zhang G, Wang F..  (2022)  Discovery of a Novel Small-Molecule Inhibitor Disrupting TRBP-Dicer Interaction against Hepatocellular Carcinoma via the Modulation of microRNA Biogenesis.,  65  (16.0): [PMID:35695407] [10.1021/acs.jmedchem.2c00189]

Source

Source(1):

• Scientific Literature