romidepsin   Click here for help

GtoPdb Ligand ID: 7006

Synonyms: FK228 | FR901228 | Istodax®
Approved drug
romidepsin is an approved drug (FDA (2009))
Compound class: Synthetic organic
Comment: Romidepsin is an anticancer agent originally isolated from the bacterium Chromobacterium violaceum, but subsequently produced synthetically. Romidepsin is an inhibitor of Class II histone deacetylases (HDACs).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 193.3
Molecular weight 540.21
XLogP 3.62
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC=C1NC(=O)C2CSSCCC=CC(OC(=O)C(NC1=O)C(C)C)CC(=O)NC(C(=O)N2)C(C)C
Isomeric SMILES C/C=C/1\NC(=O)[C@H]2CSSCC/C=C/[C@@H](OC(=O)[C@@H](NC1=O)C(C)C)CC(=O)N[C@@H](C(=O)N2)C(C)C
InChI InChI=1S/C24H36N4O6S2/c1-6-16-21(30)28-20(14(4)5)24(33)34-15-9-7-8-10-35-36-12-17(22(31)25-16)26-23(32)19(13(2)3)27-18(29)11-15/h6-7,9,13-15,17,19-20H,8,10-12H2,1-5H3,(H,25,31)(H,26,32)(H,27,29)(H,28,30)/b9-7+,16-6-/t15-,17-,19-,20+/m1/s1
InChI Key OHRURASPPZQGQM-GCCNXGTGSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2009))
IUPAC Name Click here for help
(1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-bis(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
International Nonproprietary Names Click here for help
INN number INN
8656 romidepsin
Synonyms Click here for help
FK228 | FR901228 | Istodax®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9679799
Reactome Reaction Reactome logo R-HSA-9679787
Other databases
CAS Registry No. 128517-07-7
ChEMBL Ligand CHEMBL343448
DrugCentral Ligand 4119
GtoPdb PubChem SID 178103585
PubChem CID 5352062
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Search UniChem for chemical match using the InChIKey OHRURASPPZQGQM-GCCNXGTGSA-N
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Wikipedia Romidepsin

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Tocris
FK 228
Cat. No. 3515