2-{(3R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]piperidin-3-yl}-2,2-diphenylacetamide

ID: ALA522951

Chembl Id: CHEMBL522951

PubChem CID: 16076226

Max Phase: Preclinical

Molecular Formula: C29H32N2O2

Molecular Weight: 440.59

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: UK-201844 | UK-201844|2-[(3R)-1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-3-piperidyl]-2,2-diphenyl-acetamide|CHEMBL522951|SCHEMBL5806566|2-[(3R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]piperidin-3-yl]-2,2-diphenylacetamide|3-Piperidineacetamide, 1-[2-(2,3-dihydro-5-benzofuranyl)ethyl]-.alpha.,.alpha.-diphenyl-, (3R)-

Canonical SMILES:  NC(=O)C(c1ccccc1)(c1ccccc1)[C@H]1CCCN(CCc2ccc3c(c2)CCO3)C1

Standard InChI:  InChI=1S/C29H32N2O2/c30-28(32)29(24-8-3-1-4-9-24,25-10-5-2-6-11-25)26-12-7-17-31(21-26)18-15-22-13-14-27-23(20-22)16-19-33-27/h1-6,8-11,13-14,20,26H,7,12,15-19,21H2,(H2,30,32)/t26-/m0/s1

Standard InChI Key:  LNGBIKCCEMPBEN-SANMLTNESA-N

Associated Targets(Human)

MT2 (2907 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FURIN Tchem Furin (909 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pcsk6 Proprotein convertase subtilisin/kexin type 6 (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 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: 440.59Molecular Weight (Monoisotopic): 440.2464AlogP: 4.35#Rotatable Bonds: 7
Polar Surface Area: 55.56Molecular Species: BASEHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 9.99CX LogP: 4.98CX LogD: 2.45
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.59Np Likeness Score: -0.54

References

1. Blair WS, Cao J, Jackson L, Jimenez J, Peng Q, Wu H, Isaacson J, Butler SL, Chu A, Graham J, Malfait AM, Tortorella M, Patick AK..  (2007)  Identification and characterization of UK-201844, a novel inhibitor that interferes with human immunodeficiency virus type 1 gp160 processing.,  51  (10): [PMID:17646410] [10.1128/aac.00643-07]
2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]