2-[(1-{2-[2-(2-{2-[2-(2-amino-3-carbamoylpropanamido)-5-carbamimidamidopentanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanoyl}pyrrolidin-2-yl)formamido]-3-phenylpropanoic acid

• ChemBase ID: 103743
• Molecular Formular: C49H70N14O11
• Molecular Mass: 1031.1673
• Monoisotopic Mass: 1030.53484913
• SMILES: CC(C)C(NC(=O)C(CCCNC(=N)N)NC(=O)C(N)CC(=O)N)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(C(C)C)C(=O)NC(Cc1c[nH]cn1)C(=O)N1CCCC1C(=O)NC(Cc1ccccc1)C(=O)O
• Canonical SMILES: NC(=N)NCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccccc1)Cc1nc[nH]c1)C(C)C)Cc1ccc(cc1)O)C(C)C)NC(=O)C(CC(=O)N)N
• InChI: InChI=1S/C49H70N14O11/c1-26(2)39(61-42(67)33(12-8-18-55-49(52)53)57-41(66)32(50)23-38(51)65)45(70)58-34(20-29-14-16-31(64)17-15-29)43(68)62-40(27(3)4)46(71)59-35(22-30-24-54-25-56-30)47(72)63-19-9-13-37(63)44(69)60-36(48(73)74)21-28-10-6-5-7-11-28/h5-7,10-11,14-17,24-27,32-37,39-40,64H,8-9,12-13,18-23,50H2,1-4H3,(H2,51,65)(H,54,56)(H,57,66)(H,58,70)(H,59,71)(H,60,69)(H,61,67)(H,62,68)(H,73,74)(H4,52,53,55)
• InChIKey: JYPVVOOBQVVUQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-{2-[2-(2-{2-[2-(2-amino-3-carbamoylpropanamido)-5-carbamimidamidopentanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanoyl}pyrrolidin-2-yl)formamido]-3-phenylpropanoic acid
• IUPAC Traditional name: 2-[(1-{2-[2-(2-{2-[2-(2-amino-3-carbamoylpropanamido)-5-carbamimidamidopentanamido]-3-methylbutanamido}-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido]-3-(1H-imidazol-4-yl)propanoyl}pyrrolidin-2-yl)formamido]-3-phenylpropanoic acid
• Synonyms: Asn-Arg-Val-Tyr-Val-His-Pro-Phe; [Asn^1,Val^5]-ANGIOTENSIN II

Database IDs

• CAS Number: 20071-00-5
• PubChem SID: 162092413
• PubChem CID: 5890

CALCULATED PROPERTIES

• Acid pKa: 3.4294975
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -6.01848
• LogD (pH = 7.4): -3.9185371
• Log P: -3.783702
• Molar Refractivity: 276.7577 cm^3
• Polarizability: 103.75403 Å^3
• Polar Surface Area: 412.13 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02152731

Acetate Salt

REFERENCES

• Galardy, R.E., et al., Biochemistry, 15: 2303, (1976).
• Galardy, R.E., et al., J. Med. Chem., 21: 1279, (1978).