Bleomycin hydrochlorideProduct ingredient for Bleomycin

Name
Bleomycin hydrochloride
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
DBSALT003075
Structure
Synonyms
Bleomycin chlorhydrate / Bleomycin HCl / Bleomycin hydrochloride / Bleomycini hydrochloridum
UNII
7Z9O46JA4A
CAS Number
67763-87-5
Weight
Average: 1452.01
Monoisotopic: 1450.4951105
Chemical Formula
C55H85ClN17O21S3
InChI Key
BEQASIAARPDOGM-GKQFXSEVSA-O
InChI
InChI=1S/C55H83N17O21S3.ClH/c1-20-31(69-44(72-42(20)58)25(14-29(57)74)64-15-24(56)43(59)80)48(84)71-33(39(26-16-61-19-65-26)89-54-41(35(76)36(77)51(87-5)93-54)90-53-38(79)40(91-55(60)86)37(78)52(88-6)92-53)49(85)66-22(3)34(75)21(2)45(81)70-32(23(4)73)47(83)63-12-10-30-67-28(18-94-30)50-68-27(17-95-50)46(82)62-11-9-13-96(7)8;/h16-19,21-25,32-41,51-54,64,73,75-79H,9-15,56H2,1-8H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,74,80,81,82,83,84,85,86);1H/p+1/t21-,22+,23-,24-,25-,32-,33-,34-,35+,36+,37+,38+,39-,40+,41+,51-,52+,53+,54-;/m0./s1
IUPAC Name
(3-{[2-(2-{2-[(2S,3S)-2-[(2S,3S,4R)-4-[(2S,3R)-2-({6-amino-2-[(1S)-1-{[(2S)-2-amino-2-carbamoylethyl]amino}-2-carbamoylethyl]-5-methylpyrimidin-4-yl}formamido)-3-{[(2S,3R,4R,5R,6S)-3-{[(2R,3R,4R,5R,6R)-4-(carbamoyloxy)-3,5-dihydroxy-6-methoxyoxan-2-yl]oxy}-4,5-dihydroxy-6-methoxyoxan-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 hydrochloride
SMILES
Cl[H].CO[C@H]1O[C@H](O[C@H]([C@H](NC(=O)C2=C(C)C(N)=NC(=N2)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](C)O)C(=O)NCCC2=NC(=CS2)C2=NC(=CS2)C(=O)NCCC[S+](C)C)C2=CNC=N2)[C@H](O[C@@H]2O[C@@H](OC)[C@H](O)[C@@H](OC(N)=O)[C@H]2O)[C@H](O)[C@H]1O
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0206 mg/mLALOGPS
logP0.32ALOGPS
logP-7.7Chemaxon
logS-4.8ALOGPS
pKa (Strongest Acidic)11.32Chemaxon
pKa (Strongest Basic)7.65Chemaxon
Physiological Charge2Chemaxon
Hydrogen Acceptor Count28Chemaxon
Hydrogen Donor Count18Chemaxon
Polar Surface Area605.07 Å2Chemaxon
Rotatable Bond Count36Chemaxon
Refractivity343.47 m3·mol-1Chemaxon
Polarizability141.72 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon