4-[(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)methylidene]-5-thia-2,7-diazatricyclo[6.4.0.02,6]dodecan-3-one

• ChemBase ID: 154669
• Molecular Formular: C22H25N3OS
• Molecular Mass: 379.5184
• Monoisotopic Mass: 379.17183344
• SMILES: Cc1cc(c(n1c1ccccc1)C)/C=C/1\C(=O)N2C3CCCCC3NC2S1
• Canonical SMILES: O=C1/C(=C\c2cc(n(c2C)c2ccccc2)C)/SC2N1C1CCCCC1N2
• InChI: InChI=1S/C22H25N3OS/c1-14-12-16(15(2)24(14)17-8-4-3-5-9-17)13-20-21(26)25-19-11-7-6-10-18(19)23-22(25)27-20/h3-5,8-9,12-13,18-19,22-23H,6-7,10-11H2,1-2H3
• InChIKey: AOBIDTMJRZSIAY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)methylidene]-5-thia-2,7-diazatricyclo[6.4.0.0^2,^6]dodecan-3-one
• IUPAC Traditional name: 4-[(2,5-dimethyl-1-phenylpyrrol-3-yl)methylidene]-5-thia-2,7-diazatricyclo[6.4.0.0^2,^6]dodecan-3-one
• Synonyms: 2-[(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-yl)methylene]-thiazolo[3,2-a]benzimidazol-3(2H)-one; ITX3

Database IDs

• CAS Number: 347323-96-0
• MDL Number: MFCD02629172
• PubChem SID: 162248807
• PubChem CID: 71311931

CALCULATED PROPERTIES

• Log P: 3.8447
• Molar Refractivity: 122.6975 cm^3
• Polarizability: 43.743587 Å^3
• Polar Surface Area: 37.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.295679
• LogD (pH = 7.4): 3.831021

PROPERTIES

Physical Property

• Solubility: DMSO: ≥4 mg/mL
• Apperance: powder

Safety Information

• German water hazard class: 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H17N3OS

DETAILS

Sigma Aldrich - I1411

Biochem/physiol Actions
ITX3 is a specific inhibitor of endogenous TrioN activity acting on the GEF domain and selective cell active inhibitor of the Trio/RhoG/Rac1 pathway. The compound is active in whole cell assay where it inhibits the formation of TrioN-dependent cell structures. ITX3 appears to be specific for TrioN inhibition rather than other RhoGEFs.