(S)-3-Hydroxy-2-oxo-1-(2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyrrolidine-3-carboxylic Acid 2,3,5-Trifluoro-benzylamide

ID: ALA4551283

Chembl Id: CHEMBL4551283

PubChem CID: 71816100

Max Phase: Preclinical

Molecular Formula: C21H18F3N3O4

Molecular Weight: 433.39

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1CCc2cc(N3CC[C@](O)(C(=O)NCc4cc(F)cc(F)c4F)C3=O)ccc2N1

Standard InChI:  InChI=1S/C21H18F3N3O4/c22-13-7-12(18(24)15(23)9-13)10-25-19(29)21(31)5-6-27(20(21)30)14-2-3-16-11(8-14)1-4-17(28)26-16/h2-3,7-9,31H,1,4-6,10H2,(H,25,29)(H,26,28)/t21-/m0/s1

Standard InChI Key:  QPHOIJVKSLPKNH-NRFANRHFSA-N

Associated Targets(Human)

METAP2 Tchem Methionine aminopeptidase 2 (1512 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
METAP1 Tchem Methionine aminopeptidase 1 (614 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: 433.39Molecular Weight (Monoisotopic): 433.1249AlogP: 1.77#Rotatable Bonds: 4
Polar Surface Area: 98.74Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 10.75CX Basic pKa: CX LogP: 1.33CX LogD: 1.33
Aromatic Rings: 2Heavy Atoms: 31QED Weighted: 0.51Np Likeness Score: -1.10

References

1. Heinrich T, Seenisamy J, Becker F, Blume B, Bomke J, Dietz M, Eckert U, Friese-Hamim M, Gunera J, Hansen K, Leuthner B, Musil D, Pfalzgraf J, Rohdich F, Siegl C, Spuck D, Wegener A, Zenke FT..  (2019)  Identification of Methionine Aminopeptidase-2 (MetAP-2) Inhibitor M8891: A Clinical Compound for the Treatment of Cancer.,  62  (24): [PMID:31725285] [10.1021/acs.jmedchem.9b01070]

Source