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

ID: ALA4522216

PubChem CID: 89855943

Max Phase: Preclinical

Molecular Formula: C21H19F2N3O4

Molecular Weight: 415.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCc2cc(N3CC[C@](O)(C(=O)NCc4cccc(F)c4F)C3=O)ccc2N1

Standard InChI:  InChI=1S/C21H19F2N3O4/c22-15-3-1-2-13(18(15)23)11-24-19(28)21(30)8-9-26(20(21)29)14-5-6-16-12(10-14)4-7-17(27)25-16/h1-3,5-6,10,30H,4,7-9,11H2,(H,24,28)(H,25,27)/t21-/m0/s1

Standard InChI Key:  AFMSZGSJNRBDMK-NRFANRHFSA-N

Molfile:  

 
     RDKit          2D

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   24.9916   -4.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2836   -5.1403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5715   -4.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8638   -5.1401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5715   -3.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2836   -3.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9916   -3.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6996   -3.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4522216

   (3S)-N-[(2,3-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: 415.40

Molecular Weight (Monoisotopic): 415.1344

AlogP: 1.63

#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: 10.76

CX Basic pKa: ┄

CX LogP: 1.19

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.66

Np 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

Source(1):

• Scientific Literature