2-amino-1-[(3S)-3-methyl-4-[(4-methylisoquinolin-5-yl)sulfonyl]-1,4-diazepan-1-yl]ethan-1-one

• ChemBase ID: 169821
• Molecular Formular: C18H24N4O3S
• Molecular Mass: 376.47316
• Monoisotopic Mass: 376.15691165
• SMILES: c1ncc2c(c1C)c(ccc2)S(=O)(=O)N1CCCN(C[C@@H]1C)C(=O)CN
• Canonical SMILES: NCC(=O)N1CCCN([C@H](C1)C)S(=O)(=O)c1cccc2c1c(C)cnc2
• InChI: InChI=1S/C18H24N4O3S/c1-13-10-20-11-15-5-3-6-16(18(13)15)26(24,25)22-8-4-7-21(12-14(22)2)17(23)9-19/h3,5-6,10-11,14H,4,7-9,12,19H2,1-2H3/t14-/m0/s1
• InChIKey: CMKMGFAUKPAOMG-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-1-[(3S)-3-methyl-4-[(4-methylisoquinolin-5-yl)sulfonyl]-1,4-diazepan-1-yl]ethan-1-one
• IUPAC Traditional name: 2-amino-1-[(3S)-3-methyl-4-(4-methylisoquinolin-5-ylsulfonyl)-1,4-diazepan-1-yl]ethanone
• Synonyms: 2-Amino-1-[(3S)-hexahydro-3-methyl-4-[(4-methyl-5-isoquinolinyl)sulfonyl]-1H-1,4-diazepin-1-yl]ethanone Hydrochloride; (2S)-4-(Aminoacetyl)hexahydro-2-methyl-1-[(4-methyl-5-isoquinolinyl)sulfonyl]-1H-1,4-diazepine Dihydrochloride; H-1152 Glycyl Dihydrochloride

Database IDs

• CAS Number: 913844-45-8
• PubChem SID: 162263953
• PubChem CID: 11976582

CALCULATED PROPERTIES

• H Donor: 1
• LogD (pH = 5.5): -2.558819
• LogD (pH = 7.4): -0.8656636
• Log P: -0.061726727
• Molar Refractivity: 100.309 cm^3
• Polarizability: 40.717632 Å^3
• Polar Surface Area: 96.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• H Acceptors: 5

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Pale-Yellow Solid
• Melting Point: 190-192°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - H011530

A glycyl analog of Rho-kinase (ROCK) inhibitor that inhibits ROCK with an improved selectitity; for treatment of hypertension and arteriosclerosis.

REFERENCES

• Tamura, M., et al.: Biochim. Biophys. Acta, 1754, 245 (2005)