(S)-2-(2-benzoylphenyl)-2-hydroxy-3-(4-(2-(5-methyl-2-(4-methylpiperazin-1-yl)thiazol-4-yl)ethoxy)phenyl)propanoic acid

ID: ALA2282518

PubChem CID: 76312720

Max Phase: Preclinical

Molecular Formula: C33H35N3O5S

Molecular Weight: 585.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1sc(N2CCN(C)CC2)nc1CCOc1ccc(C[C@@](O)(C(=O)O)c2ccccc2C(=O)c2ccccc2)cc1

Standard InChI:  InChI=1S/C33H35N3O5S/c1-23-29(34-32(42-23)36-19-17-35(2)18-20-36)16-21-41-26-14-12-24(13-15-26)22-33(40,31(38)39)28-11-7-6-10-27(28)30(37)25-8-4-3-5-9-25/h3-15,40H,16-22H2,1-2H3,(H,38,39)/t33-/m0/s1

Standard InChI Key:  ITGQHRHQJCHLSA-XIFFEERXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2282518

   (2S)-2-(2-benzoylphenyl)-2-hydroxy-3-[4-[2-[5-methyl-2-(4-methylpiperazin-1-yl)-1,3-thiazol-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: 585.73

Molecular Weight (Monoisotopic): 585.2297

AlogP: 4.57

#Rotatable Bonds: 11

Polar Surface Area: 103.20

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.19

CX Basic pKa: 7.26

CX LogP: 3.55

CX LogD: 3.26

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: -0.72

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