U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H38N4O6S2
Molecular Weight 542.712
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of FR-135313

SMILES

C\C=C1/NC(=O)[C@@H](CS)NC(=O)[C@H](NC(=O)C[C@H](OC(=O)[C@@H](NC1=O)C(C)C)\C=C\CCS)C(C)C

InChI

InChIKey=MEJLVLMAJJRLCR-GCCNXGTGSA-N
InChI=1S/C24H38N4O6S2/c1-6-16-21(30)28-20(14(4)5)24(33)34-15(9-7-8-10-35)11-18(29)27-19(13(2)3)23(32)26-17(12-36)22(31)25-16/h6-7,9,13-15,17,19-20,35-36H,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 C24H38N4O6S2
Molecular Weight 542.712
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 2
Optical Activity UNSPECIFIED

Description

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

Approval Year

2009
359
Targets

Targets

Primary TargetPharmacologyConditionPotency
Histone deacetylase 1
51
Target ID: Q13547
Gene ID: 3065.0
Gene Symbol: HDAC1
Target Organism: Homo sapiens (Human)
Inhibitor
8297
 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 Dec 16 13:40:29 UTC 2023
Edited
by admin
on Sat Dec 16 13:40:29 UTC 2023
Record UNII
4MQ5UQAIB8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FR-135313
Code English
ROMIDEPSIN REDUCED
Common Name English
FK-228 (REDUCED)
Code English
CYCLO((2Z)-2-AMINO-2-BUTENOYL-L-VALYL-(3S,4E)-3-HYDROXY-7-MERCAPTO-4-HEPTENOYL-D-VALYL-D-CYSTEINYL)
Systematic Name English
Code System Code Type Description
CAS
390745-19-4
Created by admin on Sat Dec 16 13:40:30 UTC 2023 , Edited by admin on Sat Dec 16 13:40:30 UTC 2023
PRIMARY
PUBCHEM
9828788
Created by admin on Sat Dec 16 13:40:30 UTC 2023 , Edited by admin on Sat Dec 16 13:40:30 UTC 2023
PRIMARY
FDA UNII
4MQ5UQAIB8
Created by admin on Sat Dec 16 13:40:30 UTC 2023 , Edited by admin on Sat Dec 16 13:40:30 UTC 2023
PRIMARY
Related Record Type Details
HISTONE DEACETYLASE 6
TARGET -> INHIBITOR
BINDING
IC50
HISTONE DEACETYLASE 2
TARGET -> INHIBITOR
BINDING
IC50
HISTONE DEACETYLASE 1
TARGET -> INHIBITOR
COMPETITIVE INHIBITOR
HISTONE DEACETYLASE 4
TARGET -> INHIBITOR
BINDING
IC50
Related Record Type Details
Structure of ROMIDEPSIN
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of FR-135313
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966