idarubicin   Click here for help

GtoPdb Ligand ID: 7083

Synonyms: Idamycin® | IMI-30 | Zavedos®
Approved drug PDB Ligand
idarubicin is an approved drug (FDA (1990))
Comment: Idarubicin is an anthracycline type antineoplastic drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 176.61
Molecular weight 497.17
XLogP 0.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(N)CC(OC1C)OC1CC(O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2)C(=O)C
Isomeric SMILES O[C@H]1[C@@H](N)C[C@@H](O[C@H]1C)O[C@H]1C[C@@](O)(Cc2c1c(O)c1c(c2O)C(=O)c2c(C1=O)cccc2)C(=O)C
InChI InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
InChI Key XDXDZDZNSLXDNA-TZNDIEGXSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1990))
IUPAC Name Click here for help
(7S,9S)-9-acetyl-7-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,9,11-trihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
International Nonproprietary Names Click here for help
INN number INN
5174 idarubicin
Synonyms Click here for help
Idamycin® | IMI-30 | Zavedos®
Database Links Click here for help
CAS Registry No. 58957-92-9
ChEBI CHEBI:42068
ChEMBL Ligand CHEMBL1117
DrugBank Ligand DB01177
DrugCentral Ligand 1414
GtoPdb PubChem SID 178103662
PubChem CID 42890
RCSB PDB Ligand DM5
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Wikipedia Idarubicin