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

• ChemBase ID: 3347
• Molecular Formular: C11H12ClN3O2S
• Molecular Mass: 285.74988
• Monoisotopic Mass: 285.03387532
• SMILES: c1nccc2c(Cl)ccc(c12)S(=O)(=O)NCCN
• Canonical SMILES: NCCNS(=O)(=O)c1ccc(c2c1cncc2)Cl
• InChI: InChI=1S/C11H12ClN3O2S/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
• InChIKey: OGKYMFFYOWUTKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide
• IUPAC Traditional name: C11H12ClN3O2S
• Synonyms: N-(2-Aminoethyl)-5-Chloroisoquinoline-8-Sulfonamide; N-(2-Aminoethyl)-5-chloro-8-isoquinolinesulfonamide; 8-[N-(2-Aminoethyl)sulphamoyl]-5-chloroisoquinoline; CKI-7; N-(2-Aminoethyl)-5-chloroisoquinoline-8-sulphonamide

Database IDs

• CAS Number: 120615-25-0
• MDL Number: MFCD00269886
• PubChem SID: 160966788; 46505981
• PubChem CID: 129236

CALCULATED PROPERTIES

JChem

• 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

ALOGPS 2.1

• Log P: 0.12
• LOG S: -3.19
• Solubility (Water): 1.84e-01 g/l

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 188-190°C; 188-190°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Toxic/Harmful/Keep Cold

DETAILS

DrugBank - DB03693

Drug information: experimental

Apollo Scientific Ltd - OR0885T

CKI-7 has potent inhibitory action against casein kinase 1 with respect to ATP binding and a much weaker effect on casein kinase 2 and other protein kinases.

Toronto Research Chemicals - A608850

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. Biol. Chem., 264, 9, 4924 (1989)