(E)-3-(4-chlorophenyl)-1-(4-(2,3-dihydrobenzofuran-5-carbonyl)piperazin-1-yl)prop-2-en-1-one

ID: ALA3262894

Chembl Id: CHEMBL3262894

PubChem CID: 90655991

Max Phase: Preclinical

Molecular Formula: C22H21ClN2O3

Molecular Weight: 396.87

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(Cl)cc1)N1CCN(C(=O)c2ccc3c(c2)CCO3)CC1

Standard InChI:  InChI=1S/C22H21ClN2O3/c23-19-5-1-16(2-6-19)3-8-21(26)24-10-12-25(13-11-24)22(27)18-4-7-20-17(15-18)9-14-28-20/h1-8,15H,9-14H2/b8-3+

Standard InChI Key:  XSDYJMGJOUKTIG-FPYGCLRLSA-N

Associated Targets(Human)

GPR183 Tchem G-protein coupled receptor 183 (149 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Liver (8163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gpr183 G-protein coupled receptor 183 (50 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: 396.87Molecular Weight (Monoisotopic): 396.1241AlogP: 3.27#Rotatable Bonds: 3
Polar Surface Area: 49.85Molecular Species: NEUTRALHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.19CX LogD: 3.19
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.75Np Likeness Score: -0.89

References

1. Gessier F, Preuss I, Yin H, Rosenkilde MM, Laurent S, Endres R, Chen YA, Marsilje TH, Seuwen K, Nguyen DG, Sailer AW..  (2014)  Identification and characterization of small molecule modulators of the Epstein-Barr virus-induced gene 2 (EBI2) receptor.,  57  (8): [PMID:24678947] [10.1021/jm4019355]

Source