(S)-1-(2-(2,4-dichlorophenoxy)acetyl)-N-((S)-3,4-dioxo-1-((S)-2-oxopyrrolidin-3-yl)-4-((2-(trifluoromethyl)phenethyl)amino)butan-2-yl)pyrrolidine-2-carboxamide

ID: ALA5290977

Chembl Id: CHEMBL5290977

Max Phase: Preclinical

Molecular Formula: C30H31Cl2F3N4O6

Molecular Weight: 671.50

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccccc1C(F)(F)F)C(=O)[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@@H]1CCCN1C(=O)COc1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C30H31Cl2F3N4O6/c31-19-7-8-24(21(32)15-19)45-16-25(40)39-13-3-6-23(39)28(43)38-22(14-18-10-12-36-27(18)42)26(41)29(44)37-11-9-17-4-1-2-5-20(17)30(33,34)35/h1-2,4-5,7-8,15,18,22-23H,3,6,9-14,16H2,(H,36,42)(H,37,44)(H,38,43)/t18-,22-,23-/m0/s1

Standard InChI Key:  TZLYOSNAFGPYQF-TZYHBYERSA-N

Alternative Forms

  1. Parent:

    ALA5290977

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Associated Targets(non-human)

SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero C1008 (1716 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: 671.50Molecular Weight (Monoisotopic): 670.1573AlogP: 3.32#Rotatable Bonds: 12
Polar Surface Area: 133.91Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 11.69CX Basic pKa: CX LogP: 3.43CX LogD: 3.43
Aromatic Rings: 2Heavy Atoms: 45QED Weighted: 0.30Np Likeness Score: -0.94

References

1. Pelliccia S, Cerchia C, Esposito F, Cannalire R, Corona A, Costanzi E, Kuzikov M, Gribbon P, Zaliani A, Brindisi M, Storici P, Tramontano E, Summa V..  (2022)  Easy access to α-ketoamides as SARS-CoV-2 and MERS Mpro inhibitors via the PADAM oxidation route.,  244  [PMID:36332546] [10.1016/j.ejmech.2022.114853]

Source