N-[(1S)-1-Benzyl-2-[(3-fluoro-2-oxo-propyl)amino]-2-oxo-ethyl]-4-fluoro-naphthalene-1-carboxamide

ID: ALA4546760

Chembl Id: CHEMBL4546760

PubChem CID: 155552160

Max Phase: Preclinical

Molecular Formula: C23H20F2N2O3

Molecular Weight: 410.42

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(CF)CNC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(F)c2ccccc12

Standard InChI:  InChI=1S/C23H20F2N2O3/c24-13-16(28)14-26-23(30)21(12-15-6-2-1-3-7-15)27-22(29)19-10-11-20(25)18-9-5-4-8-17(18)19/h1-11,21H,12-14H2,(H,26,30)(H,27,29)/t21-/m0/s1

Standard InChI Key:  COZDKQNJDUPHIX-NRFANRHFSA-N

Alternative Forms

  1. Parent:

    ALA4546760

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Associated Targets(Human)

ATG4B Tchem Cysteine protease ATG4B (985 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 410.42Molecular Weight (Monoisotopic): 410.1442AlogP: 2.97#Rotatable Bonds: 8
Polar Surface Area: 75.27Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 12.72CX Basic pKa: CX LogP: 3.18CX LogD: 3.18
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.60Np Likeness Score: -0.68

References

1. Qiu Z, Kuhn B, Aebi J, Lin X, Ding H, Zhou Z, Xu Z, Xu D, Han L, Liu C, Qiu H, Zhang Y, Haap W, Riemer C, Stahl M, Qin N, Shen HC, Tang G..  (2016)  Discovery of Fluoromethylketone-Based Peptidomimetics as Covalent ATG4B (Autophagin-1) Inhibitors.,  (8): [PMID:27563406] [10.1021/acsmedchemlett.6b00208]
2. Yang G, Li Y, Zhao Y, Ouyang L, Chen Y, Liu B, Liu J..  (2021)  Targeting Atg4B for cancer therapy: Chemical mediators.,  209  [PMID:33077263] [10.1016/j.ejmech.2020.112917]

Source