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287383-59-9 molecular structure
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6-{2,4-dioxo-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-3-yl}-N-hydroxyhexanamide

ChemBase ID: 154178
Molecular Formular: C18H18N2O4
Molecular Mass: 326.34652
Monoisotopic Mass: 326.12665707
SMILES and InChIs

SMILES:
c1cc2cccc3c2c(c1)c(=O)n(c3=O)CCCCCC(=O)NO
Canonical SMILES:
ONC(=O)CCCCCn1c(=O)c2cccc3c2c(c1=O)ccc3
InChI:
InChI=1S/C18H18N2O4/c21-15(19-24)10-2-1-3-11-20-17(22)13-8-4-6-12-7-5-9-14(16(12)13)18(20)23/h4-9,24H,1-3,10-11H2,(H,19,21)
InChIKey:
JTDYUFSDZATMKU-UHFFFAOYSA-N

Cite this record

CBID:154178 http://www.chembase.cn/molecule-154178.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
6-{2,4-dioxo-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-3-yl}-N-hydroxyhexanamide
IUPAC Traditional name
6-{2,4-dioxo-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-3-yl}-N-hydroxyhexanamide
Synonyms
6-(1,3-Dioxo-1H, 3H-benzo[de]isoquinolin-2-yl)-hexanoic acid hydroxyamide
Scriptaid
Scriptide
Scriptaid
N-Hydroxy-1,3-dioxo-1H-benz[de]isoquinoline-2(3H)-hexanamide
GCK 1026
Scriptide
CAS Number
287383-59-9
MDL Number
MFCD00386477
PubChem SID
162248317
PubChem CID
5186

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 5186 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.907538  H Acceptors
H Donor LogD (pH = 5.5) 1.989077 
LogD (pH = 7.4) 1.9760175  Log P 1.9892461 
Molar Refractivity 88.9895 cm3 Polarizability 34.517284 Å3
Polar Surface Area 86.71 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO: soluble1 mg/mL expand Show data source
methanol: soluble expand Show data source
Apperance
solid expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Target
HDAC expand Show data source
Purity
≥95% expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C18H18N2O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - S7817 external link
Legal Information
Sold under license of U.S. Patent No. 6,544,957.
Biochem/physiol Actions
Histone deacetylase inhibitor with lower toxicity than trichostatin A; used to enhance protein expression.
Toronto Research Chemicals - S201500 external link
Histone deacetylase inhibitor. A cell-permeable, relatively non-toxic HDAC inhibitor that facilitates transcriptional activation (TGFβ/Smad4) in both stable and transient receptor assays in a concentration-dependent manner.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Won, J., et al.: Proc. Natl. Acad. Sci., 101, 11328 (2004)
  • • Su, G.H., et al.: Cancer Res., 60, 3137 (2004)
  • • Backs, J., et al.: J. Clin. Invest. 116, 1853 (2004)
  • • Fath, D., et al.: J. Biol. Chem., 281, 13612 (2004)
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PATENTS

PATENTS

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INTERNET

INTERNET

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