ID: ALA511057

Max Phase: Preclinical

Molecular Formula: C6H10ClNO6

Molecular Weight: 191.14

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cl.NC(CC(=O)O)(CC(=O)O)C(=O)O

Standard InChI:  InChI=1S/C6H9NO6.ClH/c7-6(5(12)13,1-3(8)9)2-4(10)11;/h1-2,7H2,(H,8,9)(H,10,11)(H,12,13);1H

Standard InChI Key:  XCYMMOMQRBTLCO-UHFFFAOYSA-N

Associated Targets(non-human)

Imipenem-hydrolyzing beta-lactamase 46 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-lactamase OXA-10 127 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-lactamase 38 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-lactamase 730 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Beta-lactamase VIM-4 18 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: 191.14Molecular Weight (Monoisotopic): 191.0430AlogP: -1.28#Rotatable Bonds: 5
Polar Surface Area: 137.92Molecular Species: ZWITTERIONHBA: 4HBD: 4
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 5#RO5 Violations (Lipinski): 0
CX Acidic pKa: 1.48CX Basic pKa: 10.00CX LogP: -3.71CX LogD: -8.57
Aromatic Rings: 0Heavy Atoms: 13QED Weighted: 0.42Np Likeness Score: 0.55

References

1. Beck J, Sauvage E, Charlier P, Marchand-Brynaert J..  (2008)  2-Aminopropane-1,2,3-tricarboxylic acid: Synthesis and co-crystallization with the class A beta-lactamase BS3 of Bacillus licheniformis.,  18  (13): [PMID:18515103] [10.1016/j.bmcl.2008.05.045]
2. Beck J, Vercheval L, Bebrone C, Herteg-Fernea A, Lassaux P, Marchand-Brynaert J..  (2009)  Discovery of novel lipophilic inhibitors of OXA-10 enzyme (class D beta-lactamase) by screening amino analogs and homologs of citrate and isocitrate.,  19  (13): [PMID:19467869] [10.1016/j.bmcl.2009.04.149]

Source