ID: ALA5280093

Max Phase: Preclinical

Molecular Formula: C31H44N4O8S

Molecular Weight: 632.78

Associated Items:

Representations

Canonical SMILES:  CCNCC(=O)Nc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]2CO[C@H]3OCC[C@H]32)cc1

Standard InChI:  InChI=1S/C31H44N4O8S/c1-4-32-17-29(37)33-23-10-12-24(13-11-23)44(39,40)35(18-21(2)3)19-27(36)26(16-22-8-6-5-7-9-22)34-31(38)43-28-20-42-30-25(28)14-15-41-30/h5-13,21,25-28,30,32,36H,4,14-20H2,1-3H3,(H,33,37)(H,34,38)/t25-,26-,27+,28-,30+/m0/s1

Standard InChI Key:  XLYZQEAPEXHPCH-NEOPOEGOSA-N

Associated Targets(non-human)

Human immunodeficiency virus type 1 protease 9113 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Human immunodeficiency virus 3636 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

Properties

Molecular Weight: 632.78Molecular Weight (Monoisotopic): 632.2880AlogP: 2.34#Rotatable Bonds: 15
Polar Surface Area: 155.53Molecular Species: BASEHBA: 9HBD: 4
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.67CX Basic pKa: 8.52CX LogP: 2.75CX LogD: 1.60
Aromatic Rings: 2Heavy Atoms: 44QED Weighted: 0.23Np Likeness Score: -0.25

References

1. Ghosh AK, Shahabi D, Kipfmiller M, Ghosh AK, Johnson M, Wang YF, Agniswamy J, Amano M, Weber IT, Mitsuya H..  (2023)  Evaluation of darunavir-derived HIV-1 protease inhibitors incorporating P2' amide-derivatives: Synthesis, biological evaluation and structural studies.,  83  [PMID:36738797] [10.1016/j.bmcl.2023.129168]

Source