1-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-3-{1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}prop-2-en-1-one hydrochloride

• ChemBase ID: 153866
• Molecular Formular: C28H28ClN3O3
• Molecular Mass: 489.99322
• Monoisotopic Mass: 489.18191945
• SMILES: Cn1c(c(c2c1nccc2)/C=C/C(=O)N1CCc2cc(c(cc2C1)OC)OC)c1ccccc1.Cl
• Canonical SMILES: COc1cc2CN(CCc2cc1OC)C(=O)/C=C/c1c(c2ccccc2)n(c2c1cccn2)C.Cl
• InChI: InChI=1S/C28H27N3O3.ClH/c1-30-27(19-8-5-4-6-9-19)22(23-10-7-14-29-28(23)30)11-12-26(32)31-15-13-20-16-24(33-2)25(34-3)17-21(20)18-31;/h4-12,14,16-17H,13,15,18H2,1-3H3;1H
• InChIKey: CDKIEBFIMCSCBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)-3-{1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl}prop-2-en-1-one hydrochloride
• IUPAC Traditional name: 1-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-{1-methyl-2-phenylpyrrolo[2,3-b]pyridin-3-yl}prop-2-en-1-one hydrochloride
• Synonyms: (2E)-1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-propenone hydrochloride; SIS3; (2E)-1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-propenone 盐酸盐

Database IDs

• CAS Number: 521984-48-5
• MDL Number: MFCD09265258
• PubChem SID: 24724599; 162248005
• PubChem CID: 16079005

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.2541456
• LogD (pH = 7.4): 4.2648306
• Log P: 4.264969
• Molar Refractivity: 134.3167 cm^3
• Polarizability: 52.702805 Å^3
• Polar Surface Area: 56.59 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: <2 mg/mL
• Apperance: yellow powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H27N3O3 · HCl

DETAILS

Sigma Aldrich - S0447

Biochem/physiol Actions
SIS3 is a novel specific inhibitor of TGF-β1/ALK-5 phosphorylation of Smad3