(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoic acid

• ChemBase ID: 153755
• Molecular Formular: C34H56N10O9
• Molecular Mass: 748.87004
• Monoisotopic Mass: 748.42317342
• 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)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)N
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(=O)N)CCCNC(=N)N)CC(C)C)CC(C)C)Cc1ccccc1)N
• InChI: InChI=1S/C34H56N10O9/c1-18(2)13-23(30(49)40-22(11-8-12-39-34(37)38)29(48)44-26(33(52)53)16-27(36)46)42-31(50)24(14-19(3)4)43-32(51)25(41-28(47)21(35)17-45)15-20-9-6-5-7-10-20/h5-7,9-10,18-19,21-26,45H,8,11-17,35H2,1-4H3,(H2,36,46)(H,40,49)(H,41,47)(H,42,50)(H,43,51)(H,44,48)(H,52,53)(H4,37,38,39)/t21-,22-,23-,24-,25-,26-/m0/s1
• InChIKey: HAGOWCONESKMDW-FRSCJGFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanamido]-4-methylpentanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoic acid
• Synonyms: TRAP-6; Thrombin Receptor Activator Peptide 6

Database IDs

• CAS Number: 141136-83-6
• MDL Number: MFCD00238172
• PubChem SID: 162247894
• PubChem CID: 9831933

CALCULATED PROPERTIES

• Acid pKa: 3.307217
• H Acceptors: 13
• H Donor: 12
• LogD (pH = 5.5): -6.159405
• LogD (pH = 7.4): -4.528653
• Log P: -4.1591535
• Molar Refractivity: 201.7776 cm^3
• Polarizability: 75.007866 Å^3
• Polar Surface Area: 334.04 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.1% TFA: soluble

Safety Information

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

Pharmacology Properties

• Gene Information: human ... F2R(2149)

Product Information

• Purity: >95% (HPLC)
• Empirical Formula (Hill Notation): C34H56N10O9

DETAILS

Sigma Aldrich - T1573

Amino Acid Sequence
Ser-Phe-Leu-Leu-Arg-Asn
Biochem/physiol Actions
Hexapeptide fragment of the thrombin receptor (residues 42-47). Shown to activate the thrombin receptor and cause platelet aggregation (EC50 = 0.8 μM).