ID: ALA3911432

Max Phase: Preclinical

Molecular Formula: C10H12N2O6S

Molecular Weight: 288.28

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  N[C@H](C(=O)O)[C@@H](NS(=O)(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C10H12N2O6S/c11-7(9(13)14)8(10(15)16)12-19(17,18)6-4-2-1-3-5-6/h1-5,7-8,12H,11H2,(H,13,14)(H,15,16)/t7-,8+/m0/s1

Standard InChI Key:  ZHWUOFGFENMPFS-JGVFFNPUSA-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: 288.28Molecular Weight (Monoisotopic): 288.0416AlogP: -1.17#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: 2.20CX Basic pKa: 8.60CX LogP: -3.24CX LogD: -6.38
Aromatic Rings: 1Heavy Atoms: 19QED Weighted: 0.52Np Likeness Score: -0.76

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