2-hydroxyethyl 2-([1,1'-biphenyl]-4-yl)-5-methyloxazole-4-carboxylate

ID: ALA5189546

PubChem CID: 151350857

Max Phase: Preclinical

Molecular Formula: C19H17NO4

Molecular Weight: 323.35

Names and Identifiers

Canonical SMILES:  Cc1oc(-c2ccc(-c3ccccc3)cc2)nc1C(=O)OCCO

Standard InChI:  InChI=1S/C19H17NO4/c1-13-17(19(22)23-12-11-21)20-18(24-13)16-9-7-15(8-10-16)14-5-3-2-4-6-14/h2-10,21H,11-12H2,1H3

Standard InChI Key:  OMLOEOCGCFXFSG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.8888   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -0.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4623   -0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4623   -1.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1724   -1.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -1.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523   -0.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385    0.6975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1452    0.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576    0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057   -0.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5576    1.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1452    2.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823    1.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7946    2.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192    2.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -1.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6032   -2.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156   -3.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0301   -2.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3202   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823    0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0316    3.0116    0.0000 O   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
 17  6  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 17 22  1  0
 22 21  2  0
 10 23  1  0
 16 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5189546

   ---

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: 323.35

Molecular Weight (Monoisotopic): 323.1158

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 72.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.77

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