2-{6-amino-2-[2-(2-{2-[6-amino-2-(2-amino-5-carbamimidamidopentanamido)hexanamido]-5-carbamimidamidopentanamido}propanamido)-5-carbamimidamidopentanamido]hexanamido}pentanedioic acid

• ChemBase ID: 132256
• Molecular Formular: C38H74N18O10
• Molecular Mass: 943.10876
• Monoisotopic Mass: 942.58353066
• SMILES: CC(C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCN)C(=O)NC(CCC(=O)O)C(=O)O)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)C(CCCNC(=N)N)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)O)CCCCN)CCCNC(=N)N)C)CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C38H74N18O10/c1-21(29(59)52-26(13-8-20-50-38(46)47)33(63)54-24(11-3-5-17-40)34(64)56-27(35(65)66)14-15-28(57)58)51-31(61)25(12-7-19-49-37(44)45)55-32(62)23(10-2-4-16-39)53-30(60)22(41)9-6-18-48-36(42)43/h21-27H,2-20,39-41H2,1H3,(H,51,61)(H,52,59)(H,53,60)(H,54,63)(H,55,62)(H,56,64)(H,57,58)(H,65,66)(H4,42,43,48)(H4,44,45,49)(H4,46,47,50)
• InChIKey: OUKSKNTVYYVIMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{6-amino-2-[2-(2-{2-[6-amino-2-(2-amino-5-carbamimidamidopentanamido)hexanamido]-5-carbamimidamidopentanamido}propanamido)-5-carbamimidamidopentanamido]hexanamido}pentanedioic acid
• IUPAC Traditional name: 2-{6-amino-2-[2-(2-{2-[6-amino-2-(2-amino-5-carbamimidamidopentanamido)hexanamido]-5-carbamimidamidopentanamido}propanamido)-5-carbamimidamidopentanamido]hexanamido}pentanedioic acid
• Synonyms: Arg-Lys-Arg-Ala-Arg-Lys-Glu

Database IDs

• CAS Number: 82801-73-8
• MDL Number: MFCD00080098
• PubChem SID: 24891212; 162226533
• PubChem CID: 2231

CALCULATED PROPERTIES

• Acid pKa: 3.0794678
• H Acceptors: 22
• H Donor: 20
• LogD (pH = 5.5): -21.10677
• LogD (pH = 7.4): -18.5716
• Log P: -10.883771
• Molar Refractivity: 269.9739 cm^3
• Polarizability: 92.93596 Å^3
• Polar Surface Area: 512.96 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

PROPERTIES

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)

DETAILS

Sigma Aldrich - A8186

Biochem/physiol Actions
Inhibitor of cGMP-dependent protein kinase.