(2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-carbamoylbutanamido]-3-methylbutanoic acid; trifluoroacetic acid

• ChemBase ID: 154955
• Molecular Formular: C30H42F3N7O11
• Molecular Mass: 733.6899896
• Monoisotopic Mass: 733.28943986
• SMILES: CC(C)[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1ccc(cc1)O)NC(=O)CN.C(=O)(C(F)(F)F)O
• Canonical SMILES: FC(C(=O)O)(F)F.NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)C(C)C)CCC(=O)N)Cc1ccc(cc1)O
• InChI: InChI=1S/C28H41N7O9.C2HF3O2/c1-15(2)24(28(43)44)34-25(40)18(9-10-21(30)37)32-23(39)14-31-26(41)20-4-3-11-35(20)27(42)19(33-22(38)13-29)12-16-5-7-17(36)8-6-16;3-2(4,5)1(6)7/h5-8,15,18-20,24,36H,3-4,9-14,29H2,1-2H3,(H2,30,37)(H,31,41)(H,32,39)(H,33,38)(H,34,40)(H,43,44);(H,6,7)/t18-,19-,20-,24-;/m0./s1
• InChIKey: QKXFYYGUAIKLHO-XESNDDQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-carbamoylbutanamido]-3-methylbutanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-{[(2S)-1-[(2S)-2-(2-aminoacetamido)-3-(4-hydroxyphenyl)propanoyl]pyrrolidin-2-yl]formamido}acetamido)-4-carbamoylbutanamido]-3-methylbutanoic acid; trifluoroacetic acid
• Synonyms: Gly-Tyr-Pro-Gly-Gln-Val trifluoroacetate salt; Glycyl-L-tyrosyl-L-prolyl-glycyl-L-glutaminyl-L-valine trifluoroacetate salt; PAR 4 (1-6); GYPGQV trifluoroacetate salt

Database IDs

• MDL Number: MFCD18782242
• PubChem SID: 162249093
• PubChem CID: 71312036

CALCULATED PROPERTIES

• Acid pKa: 3.5413187
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -5.310463
• LogD (pH = 7.4): -5.4345326
• Log P: -5.3118963
• Molar Refractivity: 153.8937 cm^3
• Polarizability: 60.25304 Å^3
• Polar Surface Area: 263.35 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >2 mg/mL
• Apperance: white to tan powder

Safety Information

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

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H41N7O9

DETAILS

Sigma Aldrich - G9423

Amino Acid Sequence
Gly-Tyr-Pro-Gly-Gln-Val
Biochem/physiol Actions
Protease-activated receptor-4 (PAR4) agonist