(R)-4-((4-(2-Chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl)methyl)butanoic acid

ID: ALA4172349

Chembl Id: CHEMBL4172349

PubChem CID: 67209297

Max Phase: Preclinical

Molecular Formula: C20H23ClN2O4S

Molecular Weight: 422.93

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN(C(=O)[C@@H](CC(=O)O)CC1CCOCC1)c1nc(-c2ccccc2Cl)cs1

Standard InChI:  InChI=1S/C20H23ClN2O4S/c1-23(20-22-17(12-28-20)15-4-2-3-5-16(15)21)19(26)14(11-18(24)25)10-13-6-8-27-9-7-13/h2-5,12-14H,6-11H2,1H3,(H,24,25)/t14-/m1/s1

Standard InChI Key:  MKTBFICPTYRWDG-CQSZACIVSA-N

Associated Targets(Human)

FFAR2 Tchem Free fatty acid receptor 2 (545 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ffar2 Free fatty acid receptor 2 (35 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: 422.93Molecular Weight (Monoisotopic): 422.1067AlogP: 4.33#Rotatable Bonds: 7
Polar Surface Area: 79.73Molecular Species: ACIDHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 4.51CX Basic pKa: CX LogP: 3.78CX LogD: 0.98
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.72Np Likeness Score: -0.98

References

1. Hoveyda HR, Fraser GL, Zoute L, Dutheuil G, Schils D, Brantis C, Lapin A, Parcq J, Guitard S, Lenoir F, Bousmaqui ME, Rorive S, Hospied S, Blanc S, Bernard J, Ooms F, McNelis JC, Olefsky JM..  (2018)  N-Thiazolylamide-based free fatty-acid 2 receptor agonists: Discovery, lead optimization and demonstration of off-target effect in a diabetes model.,  26  (18): [PMID:30253886] [10.1016/j.bmc.2018.09.015]

Source