(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2,6-diaminohexanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-methylbutanamido]propanoic acid

• ChemBase ID: 155685
• Molecular Formular: C51H98N18O13
• Molecular Mass: 1171.43662
• Monoisotopic Mass: 1170.75607529
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)N)O
• Canonical SMILES: NCCCC[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)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)C)C(C)C)CO)CC(C)C)[C@H](O)C)CCCNC(=N)N)CCCNC(=N)N)CC(C)C)NC(=O)[C@H](CCCCN)N
• InChI: InChI=1S/C51H98N18O13/c1-26(2)23-35(65-42(74)32(16-10-12-20-53)62-40(72)31(54)15-9-11-19-52)44(76)64-33(17-13-21-59-50(55)56)41(73)63-34(18-14-22-60-51(57)58)43(75)69-39(30(8)71)48(80)66-36(24-27(3)4)45(77)67-37(25-70)46(78)68-38(28(5)6)47(79)61-29(7)49(81)82/h26-39,70-71H,9-25,52-54H2,1-8H3,(H,61,79)(H,62,72)(H,63,73)(H,64,76)(H,65,74)(H,66,80)(H,67,77)(H,68,78)(H,69,75)(H,81,82)(H4,55,56,59)(H4,57,58,60)/t29-,30+,31-,32-,33-,34-,35-,36-,37-,38-,39-/m0/s1
• InChIKey: QDSZECPRZNYZJS-DVHCFKBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2,6-diaminohexanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-methylbutanamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2,6-diaminohexanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-hydroxybutanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-methylbutanamido]propanoic acid
• Synonyms: P38 Regulated/Activated Protein Kinase Substrate Peptide; PRAK Substrate Peptide

Database IDs

• MDL Number: MFCD02682926
• PubChem SID: 162249823
• PubChem CID: 71312200

CALCULATED PROPERTIES

• Acid pKa: 3.4128985
• H Acceptors: 22
• H Donor: 21
• LogD (pH = 5.5): -18.377266
• LogD (pH = 7.4): -15.844329
• Log P: -7.7340503
• Molar Refractivity: 321.4989 cm^3
• Polarizability: 118.19696 Å^3
• Polar Surface Area: 541.52 Å^2
• Rotatable Bonds: 42
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: aqueous solution

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Concentration: 1 mg/mL in H2O
• Shipped in: dry ice
• Mol. Weight: mol wt 1171 by amino acid sequence

DETAILS

Sigma Aldrich - P0240

Amino Acid Sequence
Lys-Lys-Leu-Arg-Arg-Thr-Leu-Ser-Val-Ala
Biochem/physiol Actions
Peptide substrate for the enzyme PRAK (P38 regulated/activated protein kinase)