6-amino-2-[2-({1-[2-(2-aminopropanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)propanamido]hexanamide

• ChemBase ID: 131140
• Molecular Formular: C23H44N10O5
• Molecular Mass: 540.65946
• Monoisotopic Mass: 540.34961456
• SMILES: CC(C(=O)NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)NC(C)C(=O)NC(CCCCN)C(=O)N)N
• Canonical SMILES: NCCCCC(C(=O)N)NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C(N)C)CCCNC(=N)N)C
• InChI: InChI=1S/C23H44N10O5/c1-13(25)19(35)32-16(8-5-11-29-23(27)28)22(38)33-12-6-9-17(33)21(37)30-14(2)20(36)31-15(18(26)34)7-3-4-10-24/h13-17H,3-12,24-25H2,1-2H3,(H2,26,34)(H,30,37)(H,31,36)(H,32,35)(H4,27,28,29)
• InChIKey: DQZXKKJZHJDMJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[2-({1-[2-(2-aminopropanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)propanamido]hexanamide
• IUPAC Traditional name: 6-amino-2-[2-({1-[2-(2-aminopropanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)propanamido]hexanamide
• Synonyms: Ala-Arg-Pro-Ala-D-Lys amide trifluoroacetate salt

Database IDs

• CAS Number: 84236-98-6
• MDL Number: MFCD00274377
• PubChem SID: 162225418; 24890410
• PubChem CID: 5060021

CALCULATED PROPERTIES

• Acid pKa: 12.211237
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -12.176467
• LogD (pH = 7.4): -10.060876
• Log P: -4.7182403
• Molar Refractivity: 149.9362 cm^3
• Polarizability: 54.6014 Å^3
• Polar Surface Area: 264.64 Å^2
• Rotatable Bonds: 16
• 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

DETAILS

Sigma Aldrich - A0205

Biochem/physiol Actions
A potent coronary vasodilator.