Bleomycin sulfateProduct ingredient for Bleomycin

Name
Bleomycin sulfate
Drug Entry
Bleomycin

A complex of related glycopeptide antibiotics from Streptomyces verticillus consisting of bleomycin A2 and B2 (B2 CAS # 9060-10-0). It inhibits DNA metabolism and is used as an antineoplastic, especially for solid tumors. Bleomycin A2 is used as the representative structure for Bleomycin.

Accession Number
DBSALT000196
Structure
Synonyms
Bleomycin sulfate
UNII
7DP3NTV15T
CAS Number
9041-93-4
Weight
Average: 1512.622
Monoisotopic: 1511.478534115
Chemical Formula
C55H85N17O25S4
InChI Key
WUIABRMSWOKTOF-OCBSMOPSSA-N
InChI
InChI=1S/C55H83N17O21S3.H2O4S/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6;1-5(2,3)4/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88);(H2,1,2,3,4)/t21?,22?,23?,24?,25?,29-,30+,34?,35?,36?,37+,38+,39-,40-,41?,42-,43-,53+,54-;/m0./s1
IUPAC Name
(3-{[2-(2-{2-[2-(4-{2-[(6-amino-2-{1-[(2-amino-2-carbamoylethyl)amino]-2-carbamoylethyl}-5-methylpyrimidin-4-yl)formamido]-3-{[(2R,3S,4S,5S,6S)-3-{[(2R,3S,4S,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-(1H-imidazol-4-yl)propanamido}-3-hydroxy-2-methylpentanamido)-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-4-yl]formamido}propyl)dimethylsulfanium hydrogen sulfate
SMILES
OS([O-])(=O)=O.CC(O)C(NC(=O)C(C)C(O)C(C)NC(=O)C(NC(=O)C1=C(C)C(N)=NC(=N1)C(CC(N)=O)NCC(N)C(N)=O)C(O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](OC(N)=O)[C@@H]1O)C1=CNC=N1)C(=O)NCCC1=NC(=CS1)C1=NC(=CS1)C(=O)NCCC[S+](C)C
PubChem Compound
72466
ChemSpider
65385
Wikipedia
Bleomycin
Predicted Properties
PropertyValueSource
Water Solubility0.044 mg/mLALOGPS
logP-1ALOGPS
logP-9.3Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)11.39Chemaxon
pKa (Strongest Basic)7.65Chemaxon
Physiological Charge2Chemaxon
Hydrogen Acceptor Count28Chemaxon
Hydrogen Donor Count20Chemaxon
Polar Surface Area627.07 Å2Chemaxon
Rotatable Bond Count36Chemaxon
Refractivity343.83 m3·mol-1Chemaxon
Polarizability141.07 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon