N-(2-(1H-indol-3-ylthio)ethyl)-2-phenoxyacetamide

ID: ALA2398661

Chembl Id: CHEMBL2398661

Cas Number: 687570-17-8

PubChem CID: 4117778

Max Phase: Preclinical

Molecular Formula: C18H18N2O2S

Molecular Weight: 326.42

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(COc1ccccc1)NCCSc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C18H18N2O2S/c21-18(13-22-14-6-2-1-3-7-14)19-10-11-23-17-12-20-16-9-5-4-8-15(16)17/h1-9,12,20H,10-11,13H2,(H,19,21)

Standard InChI Key:  NPQPYCILAYVQJH-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fabI Enoyl-[acyl-carrier-protein] reductase [NADH] (33 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Francisella tularensis subsp. tularensis SCHU S4 (16 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus anthracis (2936 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: 326.42Molecular Weight (Monoisotopic): 326.1089AlogP: 3.46#Rotatable Bonds: 7
Polar Surface Area: 54.12Molecular Species: NEUTRALHBA: 3HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 2.98CX LogD: 2.98
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.52Np Likeness Score: -1.36

References

1. Hu X, Compton JR, Abdulhameed MD, Marchand CL, Robertson KL, Leary DH, Jadhav A, Hershfield JR, Wallqvist A, Friedlander AM, Legler PM..  (2013)  3-substituted indole inhibitors against Francisella tularensis FabI identified by structure-based virtual screening.,  56  (13): [PMID:23815100] [10.1021/jm4001242]

Source