IT-62-B   Click here for help

GtoPdb Ligand ID: 11032

Compound class: Synthetic organic
Comment: IT-62-B is an anthracycline antibiotic that is produced by Streptomyces sp. IT-62 [1-2]. It has moderate activity against Gram-positive bacteria and has antitumour activity in vitro.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 5
Rotatable bonds 8
Topological polar surface area 228.05
Molecular weight 769.29
XLogP 0.91
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC(C1OC2N(C1=O)[C@H]1CC(O[C@H]([C@H]1OC(OC2C)CC(O)C)C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)c(OC)ccc2)C(=O)C)C
Isomeric SMILES OCC(C1OC2N(C1=O)[C@H]1CC(O[C@H]([C@H]1OC(OC2C)CC(O)C)C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)c(OC)ccc2)C(=O)C)C
InChI InChI=1S/C39H47NO15/c1-15(14-41)35-37(48)40-22-11-26(51-17(3)36(22)54-25(10-16(2)42)52-18(4)38(40)55-35)53-24-13-39(49,19(5)43)12-21-28(24)34(47)30-29(32(21)45)31(44)20-8-7-9-23(50-6)27(20)33(30)46/h7-9,15-18,22,24-26,35-36,38,41-42,45,47,49H,10-14H2,1-6H3/t15?,16?,17-,18?,22-,24-,25?,26?,35?,36+,38?,39-/m0/s1
InChI Key JVRLFIBJALHFAP-JLHPLHHJSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(7S,9S)-9-acetyl-6,9,11-trihydroxy-7-[[(1S,11S,12S)-4-(1-hydroxypropan-2-yl)-9-(2-hydroxypropyl)-7,12-dimethyl-3-oxo-5,8,10,13-tetraoxa-2-azatricyclo[9.4.0.02,6]pentadecan-14-yl]oxy]-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 265
Other databases
GtoPdb PubChem SID 405560473
PubChem CID 139584829
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