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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H36N4O6S2
Molecular Weight 540.6989
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ROMIDEPSIN

SMILES

C/C(/[H])=C\1/C(=N[C@@]([H])(C(C)C)C(=O)O[C@]2([H])/C(/[H])=C(\[H])/CCSSC[C@]([H])(C(=N1)O)N=C([C@@]([H])(C(C)C)N=C(C2)O)O)O

InChI

InChIKey=OHRURASPPZQGQM-GCCNXGTGSA-N
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

HIDE SMILES / InChI

Molecular Formula C24H36N4O6S2
Molecular Weight 540.6989
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

FR-135313 (also known as Romidepsin reduced) was studied as a selective inhibitor of the human histone deacetylase 1 (HDAC1).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q13547
Gene ID: 3065.0
Gene Symbol: HDAC1
Target Organism: Homo sapiens (Human)
0.12 nM [IC50]

Sample Use Guides

In Vitro Use Guide
Inhibition of recombinant human HDAC1 after 60 mins by fluorescence assay with IC50 = 0.00012 uM
Substance Class Chemical
Created
by admin
on Sat Jun 26 06:41:54 UTC 2021
Edited
by admin
on Sat Jun 26 06:41:54 UTC 2021
Record UNII
CX3T89XQBK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROMIDEPSIN
DASH   INN   MART.   MI   ORANGE BOOK   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
FK-228
Code English
ROMIDEPSIN [MART.]
Common Name English
CHROMADAX
Brand Name English
(1S,4S,7Z,10S,16E,21R)-7-ETHYLIDENE-4,21-BIS(1-METHYLETHYL)-2-OXA-12,13-DITHIA-5,8,20,23-TETRAAZABICYCLO(8.7.6)TRICOS-16-ENE-3,6,9,19,22-PENTONE
Systematic Name English
ROMIDEPSIN [JAN]
Common Name English
CYCLO((2Z)-2-AMINO-2-BUTENOYL-L-VALYL-(3S,4E)-3-HYDROXY-7-MERCAPTO-4-HEPTENOYL-D-VALYL-D-CYSTEINYL), CYCLIC (3->5)-DISULFIDE
Common Name English
DEPSIPEPTIDE
Common Name English
FK228
Code English
ROMIDEPSIN [MI]
Common Name English
ROMIDEPSIN [WHO-DD]
Common Name English
ROMIDEPSIN [USAN]
Common Name English
ROMIDEPSIN [INN]
Common Name English
ROMIDEPSIN [ORANGE BOOK]
Common Name English
ISTODAX
Brand Name English
NSC-630176
Code English
ROMIDEPSIN [VANDF]
Common Name English
FR-901228
Code English
FR901228
Code English
CYCLO((2Z)-2-AMINO-2-BUTENOYL-L-VALYL-(3S,4E)-3-HYDROXY-7-MERCAPTO-4-HEPTENOYL-D-VALYL-D-CYSTEINYL), CYCLIC (3->5)-DISULPHIDE
Common Name English
DEPSIPEPTIDE [WHO-DD]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 193404
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
EMA ASSESSMENT REPORTS ISTODAX (REFUSED: LYMPHOMA, NON-HODGKIN)
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
NCI_THESAURUS C1946
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
WHO-ATC L01XX39
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
LIVERTOX 860
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
NDF-RT N0000175588
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
WHO-VATC QL01XX39
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
NCI_THESAURUS C1976
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
Code System Code Type Description
INN
8656
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
MERCK INDEX
M9652
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY Merck Index
EVMPD
SUB26362
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
EU-Orphan Drug
EU/3/05/279(POSITIVE)
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY On 27 May 2005, orphan designation (EU/3/05/279) was granted by the European Commission to The Matthews Consultancy Ltd, United Kingdom, for (E)-(1S,4S,10S,21R)-7-[(Z)-ethylidene]-4,21-diisopropyl-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone (depsipeptide) for the treatment of cutaneous T cell lymphoma. The sponsorship was transferred to Gloucester Pharmaceuticals Limited, United Kingdom, in October 2008 and to Celgene Europe Limited, United Kingdom, in September 2010.
MESH
C087123
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
EU-Orphan Drug
EU/3/05/328(POSITIVE)
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY On 28 October 2005, orphan designation (EU/3/05/328) was granted by the European Commission to The Matthews Consultancy Ltd, United Kingdom, for (E)-(1S,4S,10S,21R)-7-[(Z)-ethylidene]-4,21-diisopropyl-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone (also known as “depsipeptide”) for the for the treatment of peripheral T-cell lymphoma (nodal, other extranodal and leukaemic/disseminated). The sponsorship was transferred to Gloucester Pharmaceuticals Limited, United Kingdom, in October 2008 and to Celgene Europe Limited, United Kingdom, in September 2010.
ChEMBL
CHEMBL1213490
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
IUPHAR
7006
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
FDA UNII
CX3T89XQBK
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
RXCUI
877510
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY RxNorm
WIKIPEDIA
ROMIDEPSIN
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
NCI_THESAURUS
C1544
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
PUBCHEM
5352062
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
DRUG BANK
DB06176
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
DRUG CENTRAL
4119
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
CAS
128517-07-7
Created by admin on Sat Jun 26 06:41:54 UTC 2021 , Edited by admin on Sat Jun 26 06:41:54 UTC 2021
PRIMARY
Related Record Type Details
BINDER->LIGAND
BINDING
TARGET ORGANISM->INHIBITOR
TARGET -> INHIBITOR
Potent HDAC2 inhibitor in a cell-free assay.
INHIBITOR
IC50
TARGET -> INHIBITOR
Potent HDAC1 inhibitor in a cell-free assay.
INHIBITOR
IC50
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC