(L-threo)-2-Amino-3-(benzyloxy)-4-[[4-(2-bromo-4,5-difluorophenoxy)phenyl]amino]-4-oxobutanoic Acid

ID: ALA4176482

Chembl Id: CHEMBL4176482

PubChem CID: 145973375

Max Phase: Preclinical

Molecular Formula: C23H19BrF2N2O5

Molecular Weight: 521.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](C(=O)O)[C@H](OCc1ccccc1)C(=O)Nc1ccc(Oc2cc(F)c(F)cc2Br)cc1

Standard InChI:  InChI=1S/C23H19BrF2N2O5/c24-16-10-17(25)18(26)11-19(16)33-15-8-6-14(7-9-15)28-22(29)21(20(27)23(30)31)32-12-13-4-2-1-3-5-13/h1-11,20-21H,12,27H2,(H,28,29)(H,30,31)/t20-,21-/m0/s1

Standard InChI Key:  VQNZVGSJHAMMFA-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA4176482

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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

Calculated Properties

Molecular Weight: 521.31

Molecular Weight (Monoisotopic): 520.0445

AlogP: 4.46

#Rotatable Bonds: 9

Polar Surface Area: 110.88

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.76

CX Basic pKa: 7.78

CX LogP: 2.16

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.36

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