4-methyl-5-{[(2S)-2-methyl-1,4-diazepan-1-yl]sulfonyl}isoquinoline

• ChemBase ID: 5509
• Molecular Formular: C16H21N3O2S
• Molecular Mass: 319.42184
• Monoisotopic Mass: 319.13544793
• SMILES: O=S(=O)(N1[C@@H](C)CNCCC1)c1c2c(C)cncc2ccc1
• Canonical SMILES: C[C@H]1CNCCCN1S(=O)(=O)c1cccc2c1c(C)cnc2
• InChI: InChI=1S/C16H21N3O2S/c1-12-9-18-11-14-5-3-6-15(16(12)14)22(20,21)19-8-4-7-17-10-13(19)2/h3,5-6,9,11,13,17H,4,7-8,10H2,1-2H3/t13-/m0/s1
• InChIKey: AWDORCFLUJZUQS-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-5-{[(2S)-2-methyl-1,4-diazepan-1-yl]sulfonyl}isoquinoline
• IUPAC Traditional name: 4-methyl-5-[(2S)-2-methyl-1,4-diazepan-1-ylsulfonyl]isoquinoline
• Synonyms: (S)-2-METHYL-1-[(4-METHYL-5-ISOQUINOLINE)SULFONYL]-HOMOPIPERAZINE; 5-[[(2S)-Hexahydro-2-methyl-1H-1,4-diazepin-1-yl]sulfonyl]-4-methylisoquinoline Hydrochloride; (S)-(+)-2-Methyl-1-[(4-methyl-5-isoquinolynyl)sulfonyl]Homopiperazine Dihydrochloride; H-1152 Dihydrochloride

Database IDs

• CAS Number: 871543-07-6
• PubChem SID: 99444347; 160968937
• PubChem CID: 448043

CALCULATED PROPERTIES

JChem

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.3512924
• LogD (pH = 7.4): 0.38634956
• Log P: 1.2524608
• Molar Refractivity: 87.3834 cm^3
• Polarizability: 35.826317 Å^3
• Polar Surface Area: 62.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.58
• LOG S: -3.14
• Solubility (Water): 2.32e-01 g/l

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 182-184°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

DrugBank - DB07876

Drug information: experimental

Toronto Research Chemicals - H011520

ROCK Inhibitor. A cell-permeable isoquinolinesulfonamide compound that acts as a highly specific, potent, and ATP-competitive inhibitor of G-protein Rho-associated kinase (ROCK: Ki=1.6nM). Exhibits a much weaker affinity for other serine/threonine kina

REFERENCES

• Ikenoya, M., et al.: J. Neurochem., 81, 9 (2002)
• Sasaki, Y., et al.: Pharmacol. Ther., 93, 225 (2002)