Viomycin sulfateProduct ingredient for Viomycin

Name
Viomycin sulfate
Drug Entry
Viomycin

Viomycin is a tuberactinomycin antibiotic that was used to treat Mycobacterium tuberculosis until it was replaced by the less toxic capreomycin. These drugs bind RNA in bacterial ribosomes and inhibit protein synthesis. Viomycin was derived from the actinomycete Streptomyces puniceus.

Accession Number
DBSALT000952
Structure
Thumb
Synonyms
Viomycin sulfate
UNII
LKO141R05V
CAS Number
37883-00-4
Weight
Average: 783.77
Monoisotopic: 783.292964355
Chemical Formula
C25H45N13O14S
InChI Key
AQONYROJHRNYQQ-QMAPKBLTSA-N
InChI
InChI=1S/C25H43N13O10.H2O4S/c26-3-1-2-10(27)4-16(41)32-12-6-30-23(47)18(11-5-17(42)37-24(28)36-11)38-20(44)13(7-31-25(29)48)33-21(45)14(8-39)35-22(46)15(9-40)34-19(12)43;1-5(2,3)4/h7,10-12,14-15,17-18,39-40,42H,1-6,8-9,26-27H2,(H,30,47)(H,32,41)(H,33,45)(H,34,43)(H,35,46)(H,38,44)(H3,28,36,37)(H3,29,31,48);(H2,1,2,3,4)/b13-7-;/t10-,11+,12-,14-,15-,17-,18-;/m0./s1
IUPAC Name
(3S)-3,6-diamino-N-[(3S,6Z,9S,12S,15S)-6-[(carbamoylamino)methylidene]-3-[(4R,6S)-6-hydroxy-2-imino-1,3-diazinan-4-yl]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-15-yl]hexanamide; sulfuric acid
SMILES
OS(O)(=O)=O.[H][C@@]1(C[C@H](O)NC(=N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](CNC1=O)NC(=O)C[C@@H](N)CCCN)=C\NC(N)=O
ChemSpider
4445631
ChEMBL
CHEMBL3989823
Wikipedia
Viomycin
Predicted Properties
PropertyValueSource
Water Solubility1.04 mg/mLALOGPS
logP-3.4ALOGPS
logP-11ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.89ChemAxon
pKa (Strongest Basic)10.42ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count16ChemAxon
Polar Surface Area390.36 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity171.46 m3·mol-1ChemAxon
Polarizability66.95 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon