viomycin
Trade name: viocin
Approved
Jan 21, 1953
Viomycin is a basic peptide antibiotic, which is among the most effective agents against multidrug-resistant tuberculosis. The tuberactinomycins, such as Viomycin, target bacterial ribosomes, binding RNA and disrupting bacterial protein biosynthesis. Specifically, viomycin binds to a site on the ribosome which lies at the interface between helix 44 of the small ribosomal subunit and helix 69 of the large ribosomal subunit. The structures of this complexes suggest that the viomycin inhibits translocation by stabilizing the tRNA in the A site in the pretranslocation state. — NCATS
Clinical trial activity
0 trials · 0 clinical orgs · 1 marketing orgs
Timeline
Indications
Approved for
Mechanism of action
- 70S ribosomeINHIBITOR
70S ribosome inhibitor
Binding site 23S and 16S RNA (interface)
- 50S ribosomal protein L13 (rplM) ↗
- 30S ribosomal protein S17 (rpsQ) ↗
- 30S ribosomal protein S18 1 (rpsR1) ↗
- 30S ribosomal protein S18 2 (rpsR2) ↗
- 30S ribosomal protein S19 (rpsS) ↗
- 30S ribosomal protein S1 (rpsA) ↗
- 30S ribosomal protein S10 (rpsJ) ↗
- 30S ribosomal protein S11 (rpsK) ↗
- 30S ribosomal protein S12 (rpsL) ↗
- 30S ribosomal protein S13 (rpsM) ↗
- 30S ribosomal protein S14 (rpsN) ↗
- 30S ribosomal protein S14 type Z (rpsZ) ↗
- 30S ribosomal protein S15 (rpsO) ↗
- 30S ribosomal protein S16 (rpsP) ↗
- 30S ribosomal protein S2 (rpsB) ↗
- 30S ribosomal protein S20 (rpsT) ↗
- 30S ribosomal protein S3 (rpsC) ↗
- 30S ribosomal protein S4 (rpsD) ↗
- 30S ribosomal protein S5 (rpsE) ↗
- 30S ribosomal protein S6 (rpsF) ↗
- 30S ribosomal protein S7 (rpsG) ↗
- 30S ribosomal protein S8 (rpsH) ↗
- 30S ribosomal protein S9 (rpsI) ↗
- 50S ribosomal protein L1 (rplA) ↗
- 50S ribosomal protein L10 (rplJ) ↗
- 50S ribosomal protein L11 (rplK) ↗
- 50S ribosomal protein L14 (rplN) ↗
- 50S ribosomal protein L15 (rplO) ↗
- 50S ribosomal protein L16 (rplP) ↗
- 50S ribosomal protein L17 (rplQ) ↗
- 50S ribosomal protein L18 (rplR) ↗
- 50S ribosomal protein L19 (rplS) ↗
- 50S ribosomal protein L2 (rplB) ↗
- 50S ribosomal protein L20 (rplT) ↗
- 50S ribosomal protein L21 (rplU) ↗
- 50S ribosomal protein L22 (rplV) ↗
- 50S ribosomal protein L23 (rplW) ↗
- 50S ribosomal protein L24 (rplX) ↗
- 50S ribosomal protein L25 (rplY) ↗
- 50S ribosomal protein L27 (rpmA) ↗
- 50S ribosomal protein L28-1 (rpmB1) ↗
- 50S ribosomal protein L28-2 (rpmB2) ↗
- 50S ribosomal protein L29 (rpmC) ↗
- 50S ribosomal protein L3 (rplC) ↗
- 50S ribosomal protein L30 (rpmD) ↗
- 50S ribosomal protein L31 (rpmE) ↗
- 50S ribosomal protein L32 (rpmF) ↗
- 50S ribosomal protein L33 1 (rpmG1) ↗
- 50S ribosomal protein L33 2 (rpmG2) ↗
- 50S ribosomal protein L34 (rpmH) ↗
- 50S ribosomal protein L35 (rpmI) ↗
- 50S ribosomal protein L36 (rpmJ) ↗
- 50S ribosomal protein L4 (rplD) ↗
- 50S ribosomal protein L5 (rplE) ↗
- 50S ribosomal protein L6 (rplF) ↗
- 50S ribosomal protein L7/L12 (rplL) ↗
- 50S ribosomal protein L9 (rplI) ↗
Approval history
- approvedJan 21, 1953
Chemistry & pharmacology
SMILES
NCCC[C@H](N)CC(=O)N[C@H]1CNC(=O)[C@H]([C@H]2C[C@H](O)NC(N)=N2)NC(=O)/C(=C/NC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC1=O- Mol. weight
- 685.7 g/mol
- Lipinski Ro5
- 3 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Discontinued
Oral
No
Parenteral
Yes
Topical
No
Sources
- ChEMBLCHEMBL3085436 ↗
- WikipediaViomycin ↗
- NCATSYVU35998K5 ↗
- ChEMBLCHEMBL3989823 ↗
- ChEMBLCHEMBL1201221 ↗
- ChEMBLCHEMBL1200526 ↗
Also known as
- celiomycin
- florimycin
- tuberactinomycin b
- vinacetin a
- viocin
- viocin
- viocin sulfate
- viocin sulfate
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin
- viomycin sulfate
- viomycin sulfate
- viomycin sulfate
- viomycin sulfate