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

ID: ALA5178121

Chembl Id: CHEMBL5178121

PubChem CID: 168271219

Max Phase: Preclinical

Molecular Formula: C27H41N5OS

Molecular Weight: 483.73

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccsc1[C@H](CCN1[C@@H]2CC[C@H]1C[C@H](n1c(C)nnc1C(C)C)C2)NC(=O)C1CCCC1

Standard InChI:  InChI=1S/C27H41N5OS/c1-17(2)26-30-29-19(4)32(26)23-15-21-9-10-22(16-23)31(21)13-11-24(25-18(3)12-14-34-25)28-27(33)20-7-5-6-8-20/h12,14,17,20-24H,5-11,13,15-16H2,1-4H3,(H,28,33)/t21-,22+,23-,24-/m0/s1

Standard InChI Key:  GLLOZIYSQGWSLE-KIHHCIJBSA-N

Alternative Forms

  1. Parent:

    ALA5178121

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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: 483.73Molecular Weight (Monoisotopic): 483.3032AlogP: 5.69#Rotatable Bonds: 8
Polar Surface Area: 63.05Molecular Species: BASEHBA: 6HBD: 1
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.53CX Basic pKa: 9.11CX LogP: 4.12CX LogD: 2.41
Aromatic Rings: 2Heavy Atoms: 34QED Weighted: 0.52Np Likeness Score: -1.20

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