(1R,4r)-4-[(1R)-1-aminoethyl]-N-(pyridin-4-yl)cyclohexane-1-carboxamide hydrate dihydrochloride

• ChemBase ID: 154190
• Molecular Formular: C14H25Cl2N3O2
• Molecular Mass: 338.2732
• Monoisotopic Mass: 337.13238242
• SMILES: C[C@@H](N)[C@H]1CC[C@@H](CC1)C(=O)Nc1ccncc1.O.Cl.Cl
• Canonical SMILES: C[C@H]([C@@H]1CC[C@H](CC1)C(=O)Nc1ccncc1)N.O.Cl.Cl
• InChI: InChI=1S/C14H21N3O.2ClH.H2O/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13;;;/h6-12H,2-5,15H2,1H3,(H,16,17,18);2*1H;1H2/t10-,11-,12-;;;/m1.../s1
• InChIKey: BLQHLDXMMWHXIT-QBMZZXCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4r)-4-[(1R)-1-aminoethyl]-N-(pyridin-4-yl)cyclohexane-1-carboxamide hydrate dihydrochloride
• IUPAC Traditional name: (1R,4r)-4-[(1R)-1-aminoethyl]-N-(pyridin-4-yl)cyclohexane-1-carboxamide hydrate dihydrochloride
• Synonyms: (R)-(+)-trans-4-(1-Aminoethyl)-N-(4-Pyridyl)cyclohexanecarboxamide dihydrochloride; Y-27632 dihydrochloride

Database IDs

• CAS Number: 129830-38-2
• MDL Number: MFCD03490488
• PubChem SID: 162248329; 24277699
• PubChem CID: 9797929

CALCULATED PROPERTIES

• Acid pKa: 13.44126
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.010109
• LogD (pH = 7.4): -1.4054664
• Log P: 1.3447734
• Molar Refractivity: 72.4429 cm^3
• Polarizability: 27.996195 Å^3
• Polar Surface Area: 68.01 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble14 mg/mL
• Apperance: white to beige powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312 + H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ROCK1(6093), ROCK2(9475)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H21N3O · 2HCl

DETAILS

Sigma Aldrich - Y0503

Legal Information
Sold under license from Mitsubishi Pharma Corporation
Biochem/physiol Actions
Y-27632 is highly potent, cell-permeable, selective ROCK (Rho-associated coiled coil forming protein serine/threonine kinase) inhibitor. Ki = 140 nM for p160ROCK. Y-27632 also inhibits ROCK-II with equal potency. The inhibition is competitive with respect to ATP.