2-(5-((2-((3-nitrophenyl)amino)-2-oxoethyl)thio)-4H-1,2,4-triazol-3-yl)benzoic acid

ID: ALA3577970

Chembl Id: CHEMBL3577970

PubChem CID: 122178140

Max Phase: Preclinical

Molecular Formula: C17H13N5O5S

Molecular Weight: 399.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(CSc1nnc(-c2ccccc2C(=O)O)[nH]1)Nc1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C17H13N5O5S/c23-14(18-10-4-3-5-11(8-10)22(26)27)9-28-17-19-15(20-21-17)12-6-1-2-7-13(12)16(24)25/h1-8H,9H2,(H,18,23)(H,24,25)(H,19,20,21)

Standard InChI Key:  SLOBRYKYHRELOU-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3577970

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Associated Targets(non-human)

ccrA Beta-lactamase type II (170 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Beta-lactamase L1 (242 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
imiS Beta-lactamase (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
spm-1 Beta-lactamase IMP-1 (38 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: 399.39Molecular Weight (Monoisotopic): 399.0637AlogP: 2.81#Rotatable Bonds: 7
Polar Surface Area: 151.11Molecular Species: ACIDHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 3.21CX Basic pKa: 1.42CX LogP: 2.29CX LogD: -1.06
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.31Np Likeness Score: -2.03

References

1. Yang SK, Kang JS, Oelschlaeger P, Yang KW..  (2015)  Azolylthioacetamide: A Highly Promising Scaffold for the Development of Metallo-β-lactamase Inhibitors.,  (4): [PMID:25893049] [10.1021/ml500534c]

Source