(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid

• ChemBase ID: 154674
• Molecular Formular: C47H68F3N11O12
• Molecular Mass: 1036.1045296
• Monoisotopic Mass: 1035.50010133
• SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(=O)N)C(=O)N1CCC[C@H]1C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccc(cc1)O)N.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)CC(=O)N)CCCNC(=N)N)CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)Cc1ccccc1)C
• InChI: InChI=1S/C45H67N11O10.C2HF3O2/c1-25(2)20-32(40(61)51-31(12-8-18-50-45(48)49)39(60)55-35(24-37(47)58)43(64)56-19-9-13-36(56)44(65)66)53-41(62)33(21-26(3)4)54-42(63)34(23-27-10-6-5-7-11-27)52-38(59)30(46)22-28-14-16-29(57)17-15-28;3-2(4,5)1(6)7/h5-7,10-11,14-17,25-26,30-36,57H,8-9,12-13,18-24,46H2,1-4H3,(H2,47,58)(H,51,61)(H,52,59)(H,53,62)(H,54,63)(H,55,60)(H,65,66)(H4,48,49,50);(H,6,7)/t30-,31-,32-,33-,34-,35-,36-;/m0./s1
• InChIKey: HMDRRCMAXMJXKF-WDYYMHPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoyl]pyrrolidine-2-carboxylic acid; trifluoroacetic acid
• Synonyms: L-Tyrosyl-L-phenylalanyl-L-leucyl-L-leucyl-L-arginyl-L-asparaginyl-L-Proline; Tyr-Phe-Leu-Leu-Arg-Asn-Pro; YFLLRNP-OH; YFLLRNP trifluoroacetate

Database IDs

• MDL Number: MFCD16879019
• PubChem SID: 162248812
• PubChem CID: 71311934

CALCULATED PROPERTIES

• Acid pKa: -1.0093137
• H Acceptors: 14
• H Donor: 12
• LogD (pH = 5.5): -4.1867695
• LogD (pH = 7.4): -2.5140545
• Log P: -2.153403
• Molar Refractivity: 251.8203 cm^3
• Polarizability: 94.22645 Å^3
• Polar Surface Area: 354.35 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: deionized water: soluble1 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C45H67N11O10 · xC2HF3O2

DETAILS

Sigma Aldrich - Y1396

Biochem/physiol Actions
YFLLRNP is a PAR-1-specific partial agonist. The compound selectively activates the G(12/13) signaling cascade resulting in platelet shape.