General
Preferred name
ETHIONAMIDE
Synonyms
3-Ethyl-thio-isonicotamide ()
Bayer 5312 ()
2-ethylthioisonicotinamide ()
Ethinamide ()
PMID28454500-Compound-96 ()
NSC-255115 ()
Etionamida ()
Nizotin ()
BAYER 5312 ()
Ethionamidum ()
Trecator-Sc ()
1314-TH ()
Trecator ()
1314 TH ()
Ethionamide-d3 ()
P&D ID
PD002335
CAS
536-33-4
5261-38-1
2748267-66-3
Tags
available
prodrug
drug
Approved by
FDA
First approval
1965
Drug indication
Tuberculosis
osteomyelitis
Drug Status
approved
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
Ethionamide is a thioamide compound with potent antibacterial activity against mycobacteria. It is a prodrug that requires intracellular activation, by the monooxygenase EthA, in Mycobacterium tuberculosis . Ethionamide is used in the treatment of multidrug-resistant tuberculosis (MDR-TB) and extensively drug-resistant tuberculosis (XDR-TB).
(GtoPdb)
DESCRIPTION
Ethionamide (2-ethylthioisonicotinamide) is a second-line anti-tuberculosis antibiotic with antibacterial effect and oral activity[1][2][3][4].
PRICE
29
DESCRIPTION
Ethionamide (2-ethylthioisonicotinamide) is a nicotinamide derivative, with antibacterial activity, used to treat tuberculosis. Although the exact mechanism of action of ethionamide is unknown, it may inhibit the synthesis of mycolic acid, a saturated fatty acid found in the bacterial cell wall, thereby inhibiting bacterial cell wall synthesis. This eventually leads to bacterial cell wall disruption and cell lysis. Ethionamide may be bacteriostatic or bactericidal in action, depending on the concentration of the drug at the site of infection and the susceptibility of the organism involved.
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
0
Organisms
2
Compound Sets
21
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP Approved Drugs
DrugMatrix
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NIH Clinical Collections (NCC)
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
50
Molecular Weight
166.06
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
1
Rotatable Bonds
2
Ring Count
1
Aromatic Ring Count
1
cLogP
1.28
TPSA
38.91
Fraction CSP3
0.25
Chiral centers
0.0
Largest ring
6.0
QED
0.67
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
antibiotic
Bacterial
CAT
NAPDH
Antibiotics
Indication
tuberculosis
MOA
mycolic synthesis inhibitor
Pathway
Metabolism
Microbiology/virology
Anti-infection
Therapeutic Class
Antituberculosis Agents
Source data
