(L-threo)-3-(Prop-2-yn-1-yloxy)aspartate

ID: ALA4166966

Chembl Id: CHEMBL4166966

PubChem CID: 145952717

Max Phase: Preclinical

Molecular Formula: C7H9NO5

Molecular Weight: 187.15

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C#CCO[C@H](C(=O)O)[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C7H9NO5/c1-2-3-13-5(7(11)12)4(8)6(9)10/h1,4-5H,3,8H2,(H,9,10)(H,11,12)/t4-,5-/m0/s1

Standard InChI Key:  HCNYCPKRZDPBQG-WHFBIAKZSA-N

Alternative Forms

  1. Parent:

    ALA4166966

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Associated Targets(Human)

SLC1A2 Tchem Excitatory amino acid transporter 2 (552 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC1A3 Tchem Excitatory amino acid transporter 1 (586 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC1A1 Tchem Excitatory amino acid transporter 3 (527 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Slc1a6 Excitatory amino acid transporter 4 (71 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 187.15Molecular Weight (Monoisotopic): 187.0481AlogP: -1.50#Rotatable Bonds: 5
Polar Surface Area: 109.85Molecular Species: ZWITTERIONHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 2.63CX Basic pKa: 8.97CX LogP: -3.55CX LogD: -6.74
Aromatic Rings: Heavy Atoms: 13QED Weighted: 0.45Np Likeness Score: 0.22

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