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

ID: ALA4575412

Chembl Id: CHEMBL4575412

PubChem CID: 71815970

Max Phase: Preclinical

Molecular Formula: C21H18ClF2N3O4

Molecular Weight: 449.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCc2cc(N3CC[C@](O)(C(=O)NCc4ccc(F)c(Cl)c4F)C3=O)ccc2N1

Standard InChI:  InChI=1S/C21H18ClF2N3O4/c22-17-14(23)4-1-12(18(17)24)10-25-19(29)21(31)7-8-27(20(21)30)13-3-5-15-11(9-13)2-6-16(28)26-15/h1,3-5,9,31H,2,6-8,10H2,(H,25,29)(H,26,28)/t21-/m0/s1

Standard InChI Key:  XUXUWHAAFGOLQN-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA4575412

   (3S)-N-[(3-chloro-2,4-difluorophenyl)methyl]-3-hydroxy-2-oxo-1-(2-oxo-3,4-dihydro-1H-quinolin-6-yl)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: 449.84

Molecular Weight (Monoisotopic): 449.0954

AlogP: 2.29

#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: 10.75

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -0.93

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