tert-butyl N-[(1R)-1-{4-[(pyridin-4-yl)carbamoyl]cyclohexyl}ethyl]carbamate

• ChemBase ID: 162509
• Molecular Formular: C19H29N3O3
• Molecular Mass: 347.45186
• Monoisotopic Mass: 347.2208918
• SMILES: n1ccc(cc1)NC(=O)C1CC[C@@H](CC1)[C@H](NC(=O)OC(C)(C)C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]([C@@H]1CCC(CC1)C(=O)Nc1ccncc1)C
• InChI: InChI=1S/C19H29N3O3/c1-13(21-18(24)25-19(2,3)4)14-5-7-15(8-6-14)17(23)22-16-9-11-20-12-10-16/h9-15H,5-8H2,1-4H3,(H,21,24)(H,20,22,23)/t13-,14-,15?/m1/s1
• InChIKey: YHCODQSFLBHLDV-GRKKQISMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1R)-1-{4-[(pyridin-4-yl)carbamoyl]cyclohexyl}ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1R)-1-{4-[(pyridin-4-yl)carbamoyl]cyclohexyl}ethyl]carbamate
• Synonyms: [(1R)-1-[trans-4-[(4-Pyridinylamino)carbonyl]cyclohexyl]ethyl]carbamic Acid 1,1-Dimethylethyl Ester; N-Boc-Y-27632; (1R)-trans-4-[N-Boc-1-aminoethyl]-N-4-pyridinyl-cyclohexanecarboxamide

Database IDs

• CAS Number: 671816-04-9
• PubChem SID: 162256644
• PubChem CID: 54589770

CALCULATED PROPERTIES

• Acid pKa: 13.424039
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5099418
• LogD (pH = 7.4): 2.829887
• Log P: 2.836871
• Molar Refractivity: 97.3159 cm^3
• Polarizability: 37.5886 Å^3
• Polar Surface Area: 80.32 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 90-92°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B618800

Protected Y-27632, a Rho kinase inhibitor (ROCK) for the treatment of ischemia-reperfusion disorders.

REFERENCES

• Gingras, K., et al.: Bioorg. Med. Chem. Lett., 14, 4931 (2004)