(2S,3S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-[(2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanamido]-2-[(2S)-3-(4-hydroxyphenyl)-2-(pyridin-3-ylformamido)propanamido]hexanamido]-3-(1H-imidazol-4-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-methylpentanoic acid

• ChemBase ID: 133802
• Molecular Formular: C52H69N13O11
• Molecular Mass: 1052.18476
• Monoisotopic Mass: 1051.52395009
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](CCCCNC(=O)[C@H](CCCNC(=N)N)NC(=O)OCc1ccccc1)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)c1cccnc1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1cccnc1)Cc1ccc(cc1)O)CCCCNC(=O)[C@@H](NC(=O)OCc1ccccc1)CCCNC(=N)N)Cc1nc[nH]c1)C
• InChI: InChI=1S/C52H69N13O11/c1-3-32(2)43(50(73)74)64-48(71)42-17-11-25-65(42)49(72)41(27-36-29-56-31-59-36)62-46(69)39(60-47(70)40(26-33-18-20-37(66)21-19-33)61-44(67)35-14-9-22-55-28-35)15-7-8-23-57-45(68)38(16-10-24-58-51(53)54)63-52(75)76-30-34-12-5-4-6-13-34/h4-6,9,12-14,18-22,28-29,31-32,38-43,66H,3,7-8,10-11,15-17,23-27,30H2,1-2H3,(H,56,59)(H,57,68)(H,60,70)(H,61,67)(H,62,69)(H,63,75)(H,64,71)(H,73,74)(H4,53,54,58)/t32-,38-,39-,40-,41-,42-,43-/m0/s1
• InChIKey: UXGNARZDONUMMK-LRMQDCNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-[(2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanamido]-2-[(2S)-3-(4-hydroxyphenyl)-2-(pyridin-3-ylformamido)propanamido]hexanamido]-3-(1H-imidazol-4-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-{[(2S)-1-[(2S)-2-[(2S)-6-[(2S)-2-{[(benzyloxy)carbonyl]amino}-5-carbamimidamidopentanamido]-2-[(2S)-3-(4-hydroxyphenyl)-2-(pyridin-3-ylformamido)propanamido]hexanamido]-3-(1H-imidazol-4-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-methylpentanoic acid
• Synonyms: Nα-Nicotinoyl-Tyr-(Nα-Cbz-Arg)-Lys-His-Pro-Ile; CGP-42112A

Database IDs

• CAS Number: 127060-75-7
• MDL Number: MFCD00133611
• Beilstein Number: 8184948
• PubChem SID: 162228079; 24892424; 24846623
• PubChem CID: 123794

CALCULATED PROPERTIES

• Acid pKa: 3.296534
• H Acceptors: 15
• H Donor: 12
• LogD (pH = 5.5): -1.5969366
• LogD (pH = 7.4): -0.85902613
• Log P: -0.831965
• Molar Refractivity: 286.2413 cm^3
• Polarizability: 106.470566 Å^3
• Polar Surface Area: 365.14 Å^2
• Rotatable Bonds: 30
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Pharmacology Properties

• Gene Information: human ... AGTR2(186)rat ... AGTR2(11609)

Product Information

• Purity: ~80% peptide basis; ≥95%; ≥98.0% (HPLC)
• Compostion: amino acid analysis: in accordance
• Biological Source: synthetic
• Empirical Formula (Hill Notation): C52H69N13O11

DETAILS

Sigma Aldrich - C160

Amino Acid Sequence
Tyr-Z-Arg-Lys-His-Pro-Ile
Biochem/physiol Actions
Potent AT2 angiotensin II receptor agonist.

Sigma Aldrich - 10379

Amino Acid Sequence
Tyr-Z-Arg-Lys-His-Pro-Ile
Other Notes
A water-soluble, specific antagonist at-2 receptors1,2