ID: ALA3983719

Max Phase: Preclinical

Molecular Formula: C10H11FN2O6S

Molecular Weight: 306.27

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  N[C@H](C(=O)O)C(NS(=O)(=O)c1ccc(F)cc1)C(=O)O

Standard InChI:  InChI=1S/C10H11FN2O6S/c11-5-1-3-6(4-2-5)20(18,19)13-8(10(16)17)7(12)9(14)15/h1-4,7-8,13H,12H2,(H,14,15)(H,16,17)/t7-,8?/m0/s1

Standard InChI Key:  SHOWNKVGAYTRRR-JAMMHHFISA-N

Associated Targets(Human)

Excitatory amino acid transporter 3 527 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Excitatory amino acid transporter 2 552 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Excitatory amino acid transporter 1 586 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Glutamate NMDA receptor 6467 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

Properties

Molecular Weight: 306.27Molecular Weight (Monoisotopic): 306.0322AlogP: -1.03#Rotatable Bonds: 6
Polar Surface Area: 146.79Molecular Species: ZWITTERIONHBA: 5HBD: 4
#RO5 Violations: 0HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski): 0
CX Acidic pKa: 2.12CX Basic pKa: 8.58CX LogP: -3.04CX LogD: -6.25
Aromatic Rings: 1Heavy Atoms: 20QED Weighted: 0.53Np Likeness Score: -1.07

References

1. Hansen JC, Bjørn-Yoshimoto WE, Bisballe N, Nielsen B, Jensen AA, Bunch L..  (2016)  β-Sulfonamido Functionalized Aspartate Analogues as Excitatory Amino Acid Transporter Inhibitors: Distinct Subtype Selectivity Profiles Arising from Subtle Structural Differences.,  59  (19): [PMID:27636002] [10.1021/acs.jmedchem.6b01066]

Source