Capreomycin sulfateProduct ingredient for Capreomycin

Name
Capreomycin sulfate
Drug Entry
Capreomycin

Cyclic peptide antibiotic similar to viomycin. It is produced by Streptomyces capreolus.

Accession Number
DBSALT000443
Structure
Synonyms
Not Available
UNII
9H8D3J7V21
CAS Number
1405-37-4
Weight
Average: 1517.58
Monoisotopic: 1516.633153682
Chemical Formula
C50H92N28O23S2
InChI Key
TUATYNXRYJTQTQ-RIQUSILOSA-N
InChI
InChI=1S/C25H44N14O8.C25H44N14O7.2H2O4S/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11;2*1-5(2,3)4/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46);2*(H2,1,2,3,4)/b15-9+;16-10+;;/t11-,12-,13+,14-,16-,18-;11-,12-,13-,14+,15-,18-;;/m00../s1
IUPAC Name
(3S)-3,6-diamino-N-{[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}hexanamide; (3S)-3,6-diamino-N-{[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaazacyclohexadecan-5-yl]methyl}hexanamide; bis(sulfuric acid)
SMILES
OS(O)(=O)=O.OS(O)(=O)=O.[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](C)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O.[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O
PubChem Compound
3032400
ChemSpider
35766017
Wikipedia
Capreomycin
Predicted Properties
PropertyValueSource
Water Solubility1.48 mg/mLALOGPS
logP-3.2ALOGPS
logP-11Chemaxon
logS-2.6ALOGPS
pKa (Strongest Acidic)10.62Chemaxon
pKa (Strongest Basic)10.3Chemaxon
Physiological Charge3Chemaxon
Hydrogen Acceptor Count14Chemaxon
Hydrogen Donor Count14Chemaxon
Polar Surface Area378.42 Å2Chemaxon
Rotatable Bond Count19Chemaxon
Refractivity162.2 m3·mol-1Chemaxon
Polarizability65.61 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon