(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 131336
• Molecular Formular: C35H50N8O8
• Molecular Mass: 710.8203
• Monoisotopic Mass: 710.3751606
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)O)N
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1ccc(cc1)O)CCCNC(=N)N)Cc1ccc(cc1)O)N)C
• InChI: InChI=1S/C35H50N8O8/c1-3-20(2)29(36)32(48)41-26(18-21-8-12-23(44)13-9-21)33(49)43-17-5-7-28(43)31(47)40-25(6-4-16-39-35(37)38)30(46)42-27(34(50)51)19-22-10-14-24(45)15-11-22/h8-15,20,25-29,44-45H,3-7,16-19,36H2,1-2H3,(H,40,47)(H,41,48)(H,42,46)(H,50,51)(H4,37,38,39)/t20-,25-,26-,27-,28-,29-/m0/s1
• InChIKey: MHTGCGBUKAKZJN-KOQQHMENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: Ile-Tyr-Pro-Arg-Tyr

Database IDs

• CAS Number: 144525-68-8
• MDL Number: MFCD00274431
• PubChem SID: 162225614; 24896046
• PubChem CID: 16219516

CALCULATED PROPERTIES

• Acid pKa: 3.2507882
• H Acceptors: 12
• H Donor: 10
• LogD (pH = 5.5): -3.5109065
• LogD (pH = 7.4): -1.842793
• Log P: -1.2704902
• Molar Refractivity: 197.5982 cm^3
• Polarizability: 72.7394 Å^3
• Polar Surface Area: 273.29 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - I3771

Biochem/physiol Actions
ACE inhibiting peptide that reduces blood pressure in hypertensive rats.