N-((S)-1-(5-Cyanothiophen-2-yl)-3-((1R,3R,5S)-3-(3-isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl)propyl)-cyclopentanecarboxamide

ID: ALA5169473

Chembl Id: CHEMBL5169473

PubChem CID: 122668125

Max Phase: Preclinical

Molecular Formula: C27H38N6OS

Molecular Weight: 494.71

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1nnc(C(C)C)n1[C@@H]1C[C@H]2CC[C@@H](C1)N2CC[C@H](NC(=O)C1CCCC1)c1ccc(C#N)s1

Standard InChI:  InChI=1S/C27H38N6OS/c1-17(2)26-31-30-18(3)33(26)22-14-20-8-9-21(15-22)32(20)13-12-24(25-11-10-23(16-28)35-25)29-27(34)19-6-4-5-7-19/h10-11,17,19-22,24H,4-9,12-15H2,1-3H3,(H,29,34)/t20-,21+,22-,24-/m0/s1

Standard InChI Key:  BWNNIBQMRWSXAQ-KHUIQGCPSA-N

Alternative Forms

  1. Parent:

    ALA5169473

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Associated Targets(Human)

CCR5 Tclin C-C chemokine receptor type 5 (5640 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TZM (838 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

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Topical: 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: 494.71Molecular Weight (Monoisotopic): 494.2828AlogP: 5.25#Rotatable Bonds: 8
Polar Surface Area: 86.84Molecular Species: BASEHBA: 7HBD: 1
#RO5 Violations: 1HBA (Lipinski): 7HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.00CX Basic pKa: 8.77CX LogP: 3.60CX LogD: 2.21
Aromatic Rings: 2Heavy Atoms: 35QED Weighted: 0.54Np Likeness Score: -1.01

References

1. Xie X, Zheng YG, Chen H, Li J, Luo RH, Chen L, Zheng CB, Zhang S, Peng P, Ma D, Yang LM, Zheng YT, Liu H, Wang J..  (2022)  Structure-Based Design of Tropane Derivatives as a Novel Series of CCR5 Antagonists with Broad-Spectrum Anti-HIV-1 Activities and Improved Oral Bioavailability.,  65  (24.0): [PMID:36472561] [10.1021/acs.jmedchem.2c01383]

Source