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

• ChemBase ID: 153138
• Molecular Formular: C42H50F3N7O9
• Molecular Mass: 853.8831096
• Monoisotopic Mass: 853.36221088
• SMILES: c1ccc(cc1)C[C@@H](C(=O)N)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)/C=C/c1ccccc1.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](Cc1ccc(cc1)O)NC(=O)/C=C/c1ccccc1
• InChI: InChI=1S/C40H49N7O7.C2HF3O2/c41-22-8-7-14-31(38(52)46-32(37(42)51)24-28-12-5-2-6-13-28)44-36(50)26-43-39(53)34-15-9-23-47(34)40(54)33(25-29-16-19-30(48)20-17-29)45-35(49)21-18-27-10-3-1-4-11-27;3-2(4,5)1(6)7/h1-6,10-13,16-21,31-34,48H,7-9,14-15,22-26,41H2,(H2,42,51)(H,43,53)(H,44,50)(H,45,49)(H,46,52);(H,6,7)/b21-18+;/t31-,32-,33-,34-;/m0./s1
• InChIKey: WQJKBSZTPQERHW-USBDLMLUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-N-[(1S)-1-carbamoyl-2-phenylethyl]-2-(2-{[(2S)-1-[(2S)-3-(4-hydroxyphenyl)-2-[(2E)-3-phenylprop-2-enamido]propanoyl]pyrrolidin-2-yl]formamido}acetamido)hexanamide; trifluoroacetic acid
• IUPAC Traditional name: (2S)-6-amino-N-[(1S)-1-carbamoyl-2-phenylethyl]-2-(2-{[(2S)-1-[(2S)-3-(4-hydroxyphenyl)-2-[(2E)-3-phenylprop-2-enamido]propanoyl]pyrrolidin-2-yl]formamido}acetamido)hexanamide; trifluoroacetic acid
• Synonyms: trans-Cinnamoyl-YPGKF-NH2; tcY-NH2; trans-Cinnamoyl-Tyr-Pro-Gly-Lys-Phe-amide trifluoroacetate salt

Database IDs

• CAS Number: 327177-34-4
• MDL Number: MFCD04974489
• PubChem SID: 162247278
• PubChem CID: 71311594

CALCULATED PROPERTIES

• Acid pKa: 9.423471
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.7915262
• LogD (pH = 7.4): -1.2526752
• Log P: 0.38435483
• Molar Refractivity: 203.0954 cm^3
• Polarizability: 78.54281 Å^3
• Polar Surface Area: 226.05 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• 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): C40H50N7O7

DETAILS

Sigma Aldrich - C7363

Biochem/physiol Actions
Proteinase-activated receptor 4 (PAR4) antagonist in platelets.