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

ID: ALA4570368

Chembl Id: CHEMBL4570368

PubChem CID: 71815827

Max Phase: Preclinical

Molecular Formula: C21H18F3N3O4

Molecular Weight: 433.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCc2cc(N3CC[C@](O)(C(=O)NCc4c(F)ccc(F)c4F)C3=O)ccc2N1

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

Standard InChI Key:  UOFJQQCRNHPHCG-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA4570368

   (3S)-3-hydroxy-2-oxo-1-(2-oxo-3,4-dihydro-1H-quinolin-6-yl)-N-[(2,3,6-trifluorophenyl)methyl]pyrrolidine-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 433.39

Molecular Weight (Monoisotopic): 433.1249

AlogP: 1.77

#Rotatable Bonds: 4

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.74

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -0.96

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

Source(1):

• Scientific Literature