(S)-2-hydroxy-2-(2-(methoxycarbonyl)phenyl)-3-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)propanoic acid

ID: ALA2282520

PubChem CID: 76330830

Max Phase: Preclinical

Molecular Formula: C29H27NO7

Molecular Weight: 501.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1[C@@](O)(Cc1ccc(OCCc2nc(-c3ccccc3)oc2C)cc1)C(=O)O

Standard InChI:  InChI=1S/C29H27NO7/c1-19-25(30-26(37-19)21-8-4-3-5-9-21)16-17-36-22-14-12-20(13-15-22)18-29(34,28(32)33)24-11-7-6-10-23(24)27(31)35-2/h3-15,34H,16-18H2,1-2H3,(H,32,33)/t29-/m0/s1

Standard InChI Key:  LDUYGALTOGKKFB-LJAQVGFWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2282520

   (2S)-2-hydroxy-2-(2-methoxycarbonylphenyl)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.54

Molecular Weight (Monoisotopic): 501.1788

AlogP: 4.57

#Rotatable Bonds: 10

Polar Surface Area: 119.09

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.23

CX Basic pKa: 0.93

CX LogP: 5.04

CX LogD: 1.60

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -0.59

References

1. Verma RK, Kumar V, Ghosh P, Wadhwa LK.  (2013)  3D-QSAR study of tyrosine and propanoic acid derivatives as PPAR/ dual agonists using CoMSIA,  22  (1): [10.1007/s00044-012-0003-4]

Source

Source(1):

• Scientific Literature