(2S)-6-amino-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-N-[(1S)-1-carbamoyl-2-phenylethyl]hexanamide; trifluoroacetic acid

• ChemBase ID: 153804
• Molecular Formular: C36H49F3N8O9
• Molecular Mass: 794.8176696
• Monoisotopic Mass: 794.35745985
• SMILES: C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCC[C@@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](N)C)Cc1ccc(cc1)O
• InChI: InChI=1S/C34H48N8O7.C2HF3O2/c1-21(36)31(46)41-27(19-23-12-14-24(43)15-13-23)34(49)42-17-7-11-28(42)33(48)38-20-29(44)39-25(10-5-6-16-35)32(47)40-26(30(37)45)18-22-8-3-2-4-9-22;3-2(4,5)1(6)7/h2-4,8-9,12-15,21,25-28,43H,5-7,10-11,16-20,35-36H2,1H3,(H2,37,45)(H,38,48)(H,39,44)(H,40,47)(H,41,46);(H,6,7)/t21-,25-,26-,27-,28-;/m0./s1
• InChIKey: BGPJLFVICWHITH-HKJXYENISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-N-[(1S)-1-carbamoyl-2-phenylethyl]hexanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-6-amino-2-(2-{[(2S)-1-[(2S)-2-[(2S)-2-aminopropanamido]-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-N-[(1S)-1-carbamoyl-2-phenylethyl]hexanamide; trifluoroacetic acid
• Synonyms: AYPGKF-NH2; PAR4-AP; Ala-Tyr-Pro-Gly-Lys-Phe-NH2 trifluoroacetate salt

Database IDs

• MDL Number: MFCD04974484
• PubChem SID: 162247943
• PubChem CID: 71311736

CALCULATED PROPERTIES

• Polarizability: 70.6884 Å^3
• Polar Surface Area: 252.07 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false
• Acid pKa: 9.43975
• H Acceptors: 9
• H Donor: 8
• LogD (pH = 5.5): -6.9620447
• LogD (pH = 7.4): -4.7333074
• Log P: -2.3355494
• Molar Refractivity: 180.5328 cm^3

PROPERTIES

Physical Property

• Solubility: H2O: >10 mg/mL
• Apperance: 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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C34H48N8O7 · xC2HF3O2

DETAILS

Sigma Aldrich - A3227

Amino Acid Sequence
Ala-Tyr-Pro-Gly-Lys-Phe-NH2
Biochem/physiol Actions
PAR4 receptor agonist peptide.