ID: ALA4176427

Max Phase: Preclinical

Molecular Formula: C21H21F3N2O6

Molecular Weight: 454.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@H](C(=O)O)[C@H](OCc1cccc(NC(=O)CCc2ccc(C(F)(F)F)cc2)c1)C(=O)O

Standard InChI:  InChI=1S/C21H21F3N2O6/c22-21(23,24)14-7-4-12(5-8-14)6-9-16(27)26-15-3-1-2-13(10-15)11-32-18(20(30)31)17(25)19(28)29/h1-5,7-8,10,17-18H,6,9,11,25H2,(H,26,27)(H,28,29)(H,30,31)/t17-,18-/m0/s1

Standard InChI Key:  FKWBPFZLNZBTPN-ROUUACIJSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 454.40

Molecular Weight (Monoisotopic): 454.1352

AlogP: 2.66

#Rotatable Bonds: 10

Polar Surface Area: 138.95

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.52

CX Basic pKa: 8.97

CX LogP: 0.33

CX LogD: -2.83

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -0.65

References

1. Fu H, Zhang J, Tepper PG, Bunch L, Jensen AA, Poelarends GJ..  (2018)  Chemoenzymatic Synthesis and Pharmacological Characterization of Functionalized Aspartate Analogues As Novel Excitatory Amino Acid Transporter Inhibitors.,  61  (17): [PMID:30011368] [10.1021/acs.jmedchem.8b00700]

Source

Source(1):

• Scientific Literature