3-amino-N-[(1S)-1-{[(1S)-1-{[(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-5,5-dimethylhexan-2-yl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-(4-methoxyphenyl)ethyl]-3-methylbutanamide

• ChemBase ID: 167923
• Molecular Formular: C35H56N6O6
• Molecular Mass: 656.85574
• Monoisotopic Mass: 656.42613354
• SMILES: C([C@@H](C(=O)N[C@H]([C@@H](O)[C@H](C(C)(C)C)O)CC1CCCCC1)NC(=O)[C@H](Cc1ccc(cc1)OC)NC(=O)CC(N)(C)C)c1cnc[nH]1
• Canonical SMILES: COc1ccc(cc1)C[C@@H](C(=O)N[C@H](C(=O)N[C@H]([C@H]([C@H](C(C)(C)C)O)O)CC1CCCCC1)Cc1cnc[nH]1)NC(=O)CC(N)(C)C
• InChI: InChI=1S/C35H56N6O6/c1-34(2,3)31(44)30(43)26(16-22-10-8-7-9-11-22)40-33(46)28(18-24-20-37-21-38-24)41-32(45)27(39-29(42)19-35(4,5)36)17-23-12-14-25(47-6)15-13-23/h12-15,20-22,26-28,30-31,43-44H,7-11,16-19,36H2,1-6H3,(H,37,38)(H,39,42)(H,40,46)(H,41,45)/t26-,27-,28-,30+,31+/m0/s1
• InChIKey: PFVCVCPIKMWRDC-VMRPCGFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-N-[(1S)-1-{[(1S)-1-{[(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-5,5-dimethylhexan-2-yl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-(4-methoxyphenyl)ethyl]-3-methylbutanamide
• IUPAC Traditional name: 3-amino-N-[(1S)-1-{[(1S)-1-{[(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-5,5-dimethylhexan-2-yl]carbamoyl}-2-(3H-imidazol-4-yl)ethyl]carbamoyl}-2-(4-methoxyphenyl)ethyl]-3-methylbutanamide
• Synonyms: N-(3-Amino-3-methyl-1-oxobutyl)-O-methyl-L-tyrosyl-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl]-L-histidinamide; [1S-(1R*,2S*,3R*)]-N-(3-Amino-3-methyl-1-oxobutyl)-O-methyl-L-tyrosyl-N-[1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl]-L-histidinamide; Enalkiren

Database IDs

• CAS Number: 113082-98-7
• PubChem SID: 162262056
• PubChem CID: 71316293

CALCULATED PROPERTIES

• Acid pKa: 12.026467
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.7625799
• LogD (pH = 7.4): -0.4289671
• Log P: 1.7604948
• Molar Refractivity: 179.8779 cm^3
• Polarizability: 70.978836 Å^3
• Polar Surface Area: 191.69 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E555450

An active renin inhibitor for treating vascular diseases.

REFERENCES

• Yap, C., et al.: Toxicol. Sci., 79, 170 (2004)
• Yap, C., et al.: J. Pharm. Sci., 94, 153 (2004)
• Huang, N., et al.: Med. Chem., 49, 6789 (2004)