N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide; methane

• ChemBase ID: 160082
• Molecular Formular: C12H16ClN3O2S
• Molecular Mass: 301.79234
• Monoisotopic Mass: 301.06517545
• SMILES: c1cc(c2c(c1Cl)ccnc2)S(=O)(=O)NCCN.C
• Canonical SMILES: NCCNS(=O)(=O)c1ccc(c2c1cncc2)Cl.C
• InChI: InChI=1S/C11H12ClN3O2S.CH4/c12-10-1-2-11(18(16,17)15-6-4-13)9-7-14-5-3-8(9)10;/h1-3,5,7,15H,4,6,13H2;1H4
• InChIKey: UZGLQWLGSXOVLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide; methane
• IUPAC Traditional name: C11H12ClN3O2S; methane
• Synonyms: CKI-7 Dihydrochloride; N-(2-Aminoethyl)-5-chloroisoquinoline-8-sulfonamide Dihydrochloride

Database IDs

• CAS Number: 1177141-67-1
• PubChem SID: 162254217
• PubChem CID: 71313219

CALCULATED PROPERTIES

• Acid pKa: 9.557322
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.5472498
• LogD (pH = 7.4): -1.3107704
• Log P: -0.10191992
• Molar Refractivity: 70.1605 cm^3
• Polarizability: 29.312641 Å^3
• Polar Surface Area: 85.08 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Metanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 187-189°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A608851

Found to have a potent inhibitory action against casein kinase 1 completely with respect to ATP and a much weaker effect on casein kinase 2 and other protein kinases.

REFERENCES

• Hidaka, H., et al.: J. of Biol. Chem., 264, 9, 4924 (1989)