2-(2,5-diphenethoxybenzyl)hexanoic acid

ID: ALA1819396

Chembl Id: CHEMBL1819396

PubChem CID: 53363222

Max Phase: Preclinical

Molecular Formula: C29H34O4

Molecular Weight: 446.59

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: 2-(2,5-Diphenethoxybenzyl)Hexanoic Acid | CHEMBL1819396|BDBM50351423|2-(2,5-Diphenethoxybenzyl)Hexanoic Acid

Canonical SMILES:  CCCCC(Cc1cc(OCCc2ccccc2)ccc1OCCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C29H34O4/c1-2-3-14-25(29(30)31)21-26-22-27(32-19-17-23-10-6-4-7-11-23)15-16-28(26)33-20-18-24-12-8-5-9-13-24/h4-13,15-16,22,25H,2-3,14,17-21H2,1H3,(H,30,31)

Standard InChI Key:  OBQTVQRLGOQNRJ-UHFFFAOYSA-N

Alternative Forms

Associated Targets(Human)

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARD Tchem Peroxisome proliferator-activated receptor delta (6293 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT-CO2 Tchem Cytochrome c oxidase subunit 2 (250 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGES Tchem Prostaglandin E synthase (3082 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

CHO (4503 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Cyclooxygenase-1 (5266 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT-CO1 Cytochrome c oxidase subunit 1 (72 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 446.59Molecular Weight (Monoisotopic): 446.2457AlogP: 6.36#Rotatable Bonds: 14
Polar Surface Area: 55.76Molecular Species: ACIDHBA: 3HBD: 1
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.24CX Basic pKa: CX LogP: 7.64CX LogD: 4.64
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.31Np Likeness Score: -0.04

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