(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-N-({[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}methyl)-3-methylpentanamide

• ChemBase ID: 153806
• Molecular Formular: C29H56N10O7
• Molecular Mass: 656.81774
• Monoisotopic Mass: 656.43334418
• SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)N
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N)CC(C)C)CCCNC(=N)N)NC(=O)[C@@H](NC(=O)[C@H](CO)N)CC(C)C)C
• InChI: InChI=1S/C29H56N10O7/c1-7-17(6)23(39-27(45)21(12-16(4)5)38-25(43)18(30)14-40)28(46)35-13-22(41)36-19(9-8-10-34-29(32)33)26(44)37-20(24(31)42)11-15(2)3/h15-21,23,40H,7-14,30H2,1-6H3,(H2,31,42)(H,35,46)(H,36,41)(H,37,44)(H,38,43)(H,39,45)(H4,32,33,34)/t17-,18-,19-,20-,21-,23-/m0/s1
• InChIKey: SGPMJRPYYIJZPC-JYAZKYGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-N-({[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}methyl)-3-methylpentanamide
• IUPAC Traditional name: (2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-N-({[(1S)-4-carbamimidamido-1-{[(1S)-1-carbamoyl-3-methylbutyl]carbamoyl}butyl]carbamoyl}methyl)-3-methylpentanamide
• Synonyms: PAR2-AP; SLIGRL-NH2; Ser-Leu-Ile-Gly-Arg-Leu-amide trifluoroacetate salt; PAR-2 (1-6) amide (mouse, rat) trifluoroacetate salt

Database IDs

• MDL Number: MFCD03093421
• PubChem SID: 162247945
• PubChem CID: 9831050

CALCULATED PROPERTIES

• Acid pKa: 11.584644
• H Acceptors: 11
• H Donor: 11
• LogD (pH = 5.5): -7.1787853
• LogD (pH = 7.4): -5.5448833
• Log P: -3.276533
• Molar Refractivity: 180.2259 cm^3
• Polarizability: 66.70625 Å^3
• Polar Surface Area: 296.74 Å^2
• Rotatable Bonds: 22
• 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: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C29H56O7N10 · C2HF3O2

DETAILS

Sigma Aldrich - S9317

Amino Acid Sequence
Ser-Leu-Ile-Gly-Arg-Leu-NH2
Biochem/physiol Actions
Selective proteinase-activated receptor 2 (PAR2) peptide agonist.