6-amino-2-[3-(4-hydroxyphenyl)-2-[2-(2-{2-[3-(1H-imidazol-5-yl)-2-[2-({1-[3-(1H-imidazol-5-yl)-2-(pyrrolidin-2-ylformamido)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanamido]propanamido]-3-phenylpropanamido}-3-phenylpropanamido)-3-methylbutanamido]propanamido]hexanoic acid

• ChemBase ID: 103878
• Molecular Formular: C69H87N15O12
• Molecular Mass: 1318.52238
• Monoisotopic Mass: 1317.6658633
• SMILES: CC(C)C(NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(Cc1ccccc1)NC(=O)C1CCCN1C(=O)C(Cc1cnc[nH]1)NC(=O)C1CCCN1)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(CCCCN)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)O)NC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C1CCCN1)Cc1[nH]cnc1)Cc1ccccc1)Cc1[nH]cnc1)Cc1ccccc1)Cc1ccccc1)Cc1ccc(cc1)O
• InChI: InChI=1S/C69H87N15O12/c1-42(2)59(67(93)81-54(35-46-25-27-49(85)28-26-46)61(87)76-51(69(95)96)22-12-13-29-70)83-65(91)55(34-45-20-10-5-11-21-45)78-62(88)52(32-43-16-6-3-7-17-43)77-64(90)56(36-47-38-71-40-74-47)79-63(89)53(33-44-18-8-4-9-19-44)80-66(92)58-24-15-31-84(58)68(94)57(37-48-39-72-41-75-48)82-60(86)50-23-14-30-73-50/h3-11,16-21,25-28,38-42,50-59,73,85H,12-15,22-24,29-37,70H2,1-2H3,(H,71,74)(H,72,75)(H,76,87)(H,77,90)(H,78,88)(H,79,89)(H,80,92)(H,81,93)(H,82,86)(H,83,91)(H,95,96)
• InChIKey: AIRMFERKNRDUKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[3-(4-hydroxyphenyl)-2-[2-(2-{2-[3-(1H-imidazol-5-yl)-2-[2-({1-[3-(1H-imidazol-5-yl)-2-(pyrrolidin-2-ylformamido)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanamido]propanamido]-3-phenylpropanamido}-3-phenylpropanamido)-3-methylbutanamido]propanamido]hexanoic acid
• IUPAC Traditional name: 6-amino-2-[3-(4-hydroxyphenyl)-2-[2-(2-{2-[3-(3H-imidazol-4-yl)-2-[2-({1-[3-(3H-imidazol-4-yl)-2-(pyrrolidin-2-ylformamido)propanoyl]pyrrolidin-2-yl}formamido)-3-phenylpropanamido]propanamido]-3-phenylpropanamido}-3-phenylpropanamido)-3-methylbutanamido]propanamido]hexanoic acid
• Synonyms: Renin Inhibitor; [Phe^5,^6]-Octapeptidyl-Lysine; PRO-HIS-PRO-PHE-HIS-PHE-PHE-VAL-TYR-LYS

Database IDs

• CAS Number: 75645-19-1
• PubChem SID: 162090884
• PubChem CID: 25077618

CALCULATED PROPERTIES

• Acid pKa: 3.38737
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -5.602362
• LogD (pH = 7.4): -3.5344117
• Log P: -2.0928175
• Molar Refractivity: 353.3181 cm^3
• Polarizability: 137.44464 Å^3
• Polar Surface Area: 406.05 Å^2
• Rotatable Bonds: 35
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02153166

A specific inhibitor of human renin in vivo.

REFERENCES

• Burton, J., et al., Proc. Natl. Acad. Sci. (USA), 77: 4476 (1980).
• Cody, R.J., et al., Biochem. Biophys. Res. Commun., 97: 230 (1980).