Home > Compound List > Compound details
677331-12-3 molecular structure
click picture or here to close

5-{[2,5-dimethyl-1-(pyridin-3-yl)-1H-pyrrol-3-yl]methylidene}-3-phenyl-1,3-thiazolidine-2,4-dione

ChemBase ID: 153301
Molecular Formular: C21H17N3O2S
Molecular Mass: 375.44358
Monoisotopic Mass: 375.1041478
SMILES and InChIs

SMILES:
Cc1cc(c(n1c1cccnc1)C)/C=C\1/C(=O)N(C(=O)S1)c1ccccc1
Canonical SMILES:
O=C1S/C(=C\c2cc(n(c2C)c2cccnc2)C)/C(=O)N1c1ccccc1
InChI:
InChI=1S/C21H17N3O2S/c1-14-11-16(15(2)23(14)18-9-6-10-22-13-18)12-19-20(25)24(21(26)27-19)17-7-4-3-5-8-17/h3-13H,1-2H3
InChIKey:
NCSHZXNGQYSKLR-UHFFFAOYSA-N

Cite this record

CBID:153301 http://www.chembase.cn/molecule-153301.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
5-{[2,5-dimethyl-1-(pyridin-3-yl)-1H-pyrrol-3-yl]methylidene}-3-phenyl-1,3-thiazolidine-2,4-dione
(5Z)-5-{[2,5-dimethyl-1-(pyridin-3-yl)-1H-pyrrol-3-yl]methylidene}-3-phenyl-1,3-thiazolidine-2,4-dione
IUPAC Traditional name
5-{[2,5-dimethyl-1-(pyridin-3-yl)pyrrol-3-yl]methylidene}-3-phenyl-1,3-thiazolidine-2,4-dione
(5Z)-5-{[2,5-dimethyl-1-(pyridin-3-yl)pyrrol-3-yl]methylidene}-3-phenyl-1,3-thiazolidine-2,4-dione
Synonyms
5-[[2,5-Dimethyl-1-(3-pyridinyl)-1H-pyrrol-3-yl]methylene]-3-phenyl-2,4-thiazolidinedione
iCRT14
iCRT 14
iCRT14
iCRT-14
CAS Number
677331-12-3
MDL Number
MFCD04366833
PubChem SID
162247440
PubChem CID
5967294

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 5967294 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 2.480733  LogD (pH = 7.4) 2.678992 
Log P 2.6824  Molar Refractivity 118.7902 cm3
Polarizability 41.386265 Å3 Polar Surface Area 55.2 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥10 mg/mL expand Show data source
Apperance
yellow to orange powder expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C21H17N3O2S expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - SML0203 external link
Biochem/physiol Actions
iCRT14 is a Wnt / β-catenin pathway inhibitor. It is a potent inhibitor of Catenin Responsive Transcription (CRT) reporter genes, as well as endogenous gene targets. iCRT14 also disrupts β-catenin-TCF4 interaction in a dose dependent manner, and causes G0/G1 arrest in colon tumor lines.
Toronto Research Chemicals - I163900 external link
A potent inhibitor of β-catenin-responsive transcription (CRT) (IC50 = 40.3 nM in assays of Wnt pathway activity). Studies suggest that it may directly influence the interaction between β-catenin and TCF4. It induces marked G0/G1 cell cycle arrest in HCT-

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Gonsalves, F.C. et al.: Proc. Natl. Acad. Sci. USA, 108, 5954 (2011)
  • • Watanabe, K. et al.: Proc. Natl. Acad. Sci. USA, 108, 5929 (2011)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle