5-[(S)-3-(3-Chloro-5-fluoro-benzylcarbamoyl)-3-hydroxy-2-oxopyrrolidin-1-yl]-1H-indole-2-carboxylic Acid (3-Amino-propyl)-amide

ID: ALA4454587

Chembl Id: CHEMBL4454587

PubChem CID: 130307835

Max Phase: Preclinical

Molecular Formula: C24H25ClFN5O4

Molecular Weight: 501.95

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  NCCCNC(=O)c1cc2cc(N3CC[C@](O)(C(=O)NCc4cc(F)cc(Cl)c4)C3=O)ccc2[nH]1

Standard InChI:  InChI=1S/C24H25ClFN5O4/c25-16-8-14(9-17(26)12-16)13-29-22(33)24(35)4-7-31(23(24)34)18-2-3-19-15(10-18)11-20(30-19)21(32)28-6-1-5-27/h2-3,8-12,30,35H,1,4-7,13,27H2,(H,28,32)(H,29,33)/t24-/m0/s1

Standard InChI Key:  NEFMYAUTOXJRLT-DEOSSOPVSA-N

Alternative Forms

  1. Parent:

    ALA4454587

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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: 501.95Molecular Weight (Monoisotopic): 501.1579AlogP: 1.82#Rotatable Bonds: 8
Polar Surface Area: 140.55Molecular Species: BASEHBA: 5HBD: 5
#RO5 Violations: 1HBA (Lipinski): 9HBD (Lipinski): 6#RO5 Violations (Lipinski): 2
CX Acidic pKa: 10.80CX Basic pKa: 9.72CX LogP: 0.19CX LogD: -1.82
Aromatic Rings: 3Heavy Atoms: 35QED Weighted: 0.24Np Likeness Score: -1.08

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