2-[(3,5-Diphenethoxyphenyl)thio]hexanoic acid

ID: ALA1819392

Chembl Id: CHEMBL1819392

PubChem CID: 53363130

Max Phase: Preclinical

Molecular Formula: C28H32O4S

Molecular Weight: 464.63

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-[(3,5-Diphenethoxyphenyl)Thio]Hexanoic Acid | CHEMBL1819392|BDBM50351419|2-[(3,5-Diphenethoxyphenyl)Thio]Hexanoic Acid

Canonical SMILES:  CCCCC(Sc1cc(OCCc2ccccc2)cc(OCCc2ccccc2)c1)C(=O)O

Standard InChI:  InChI=1S/C28H32O4S/c1-2-3-14-27(28(29)30)33-26-20-24(31-17-15-22-10-6-4-7-11-22)19-25(21-26)32-18-16-23-12-8-5-9-13-23/h4-13,19-21,27H,2-3,14-18H2,1H3,(H,29,30)

Standard InChI Key:  YPUJBYXOCXRKCD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1819392

   2-[(3,5-Diphenethoxyphenyl)Thio]Hexanoic 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: 464.63

Molecular Weight (Monoisotopic): 464.2021

AlogP: 6.67

#Rotatable Bonds: 14

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.92

CX Basic pKa: ┄

CX LogP: 7.46

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.27

References

1. Hieke M, Ness J, Steri R, Greiner C, Werz O, Schubert-Zsilavecz M, Weggen S, Zettl H..  (2011)  SAR studies of acidic dual γ-secretase/PPARγ modulators.,  19  (18): [PMID:21873070] [10.1016/j.bmc.2011.08.003]

2. Hieke M, Greiner C, Dittrich M, Reisen F, Schneider G, Schubert-Zsilavecz M, Werz O..  (2011)  Discovery and biological evaluation of a novel class of dual microsomal prostaglandin E2 synthase-1/5-lipoxygenase inhibitors based on 2-[(4,6-diphenethoxypyrimidin-2-yl)thio]hexanoic acid.,  54  (13): [PMID:21591611] [10.1021/jm200092b]

Source

Source(1):

• Scientific Literature