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

ID: ALA5175086

Cas Number: 80022-73-7

PubChem CID: 12868787

Max Phase: Preclinical

Molecular Formula: C13H12BrNO3

Molecular Weight: 310.15

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H12BrNO3/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:  CFBVDJAFDNBQCL-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
   -1.6823   -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
   -1.6806   -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
    1.0494   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4975   -0.7186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0494    1.3228    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    1.3228    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
    1.8742   -0.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.0370    0.0000 Br  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:

   

   ALA5175086

   Ethyl 2-(4-Bromophenyl)-5-methyloxazole-4-carboxylate

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: 310.15

Molecular Weight (Monoisotopic): 309.0001

AlogP: 3.59

#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: 3.45

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.81

Np Likeness Score: -1.42

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