2-(2-chloro-6-fluorobenzylthio)-5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole

ID: ALA3794175

Chembl Id: CHEMBL3794175

PubChem CID: 66739980

Max Phase: Preclinical

Molecular Formula: C27H25ClF2N2O2S

Molecular Weight: 515.03

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(C(C)(C)c2cnc(SCc3c(F)cccc3Cl)n2-c2ccc(F)cc2)cc1OC

Standard InChI:  InChI=1S/C27H25ClF2N2O2S/c1-27(2,17-8-13-23(33-3)24(14-17)34-4)25-15-31-26(32(25)19-11-9-18(29)10-12-19)35-16-20-21(28)6-5-7-22(20)30/h5-15H,16H2,1-4H3

Standard InChI Key:  NGCFQZZMKMQQAL-UHFFFAOYSA-N

Associated Targets(Human)

GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1723 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gpbar1 G-protein coupled bile acid receptor 1 (577 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: 515.03Molecular Weight (Monoisotopic): 514.1293AlogP: 7.44#Rotatable Bonds: 8
Polar Surface Area: 36.28Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: 2HBA (Lipinski): 4HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: 4.55CX LogP: 7.84CX LogD: 7.84
Aromatic Rings: 4Heavy Atoms: 35QED Weighted: 0.23Np Likeness Score: -1.62

References

1. Agarwal S, Patil A, Aware U, Deshmukh P, Darji B, Sasane S, Sairam KV, Priyadarsiny P, Giri P, Patel H, Giri S, Jain M, Desai RC..  (2016)  Discovery of a Potent and Orally Efficacious TGR5 Receptor Agonist.,  (1): [PMID:26819665] [10.1021/acsmedchemlett.5b00323]
2. Agarwal S, Sasane S, Kumar J, Deshmukh P, Bhayani H, Giri P, Giri S, Soman S, Kulkarni N, Jain M..  (2018)  Evaluation of novel TGR5 agonist in combination with Sitagliptin for possible treatment of type 2 diabetes.,  28  (10): [PMID:29655980] [10.1016/j.bmcl.2018.04.011]
3. Xu Y..  (2016)  Recent Progress on Bile Acid Receptor Modulators for Treatment of Metabolic Diseases.,  59  (14): [PMID:26878262] [10.1021/acs.jmedchem.5b00342]

Source