N-{4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}-2-(pyrrolidin-2-ylformamido)pentanediamide

• ChemBase ID: 155273
• Molecular Formular: C25H39N9O5
• Molecular Mass: 545.63446
• Monoisotopic Mass: 545.30741539
• SMILES: c1ccc(cc1)CC(C(=O)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1
• Canonical SMILES: NC(=N)NCCCC(C(=O)NC(C(=O)N)Cc1ccccc1)NC(=O)C(NC(=O)C1CCCN1)CCC(=O)N
• InChI: InChI=1S/C25H39N9O5/c26-20(35)11-10-18(33-22(37)16-8-4-12-30-16)24(39)32-17(9-5-13-31-25(28)29)23(38)34-19(21(27)36)14-15-6-2-1-3-7-15/h1-3,6-7,16-19,30H,4-5,8-14H2,(H2,26,35)(H2,27,36)(H,32,39)(H,33,37)(H,34,38)(H4,28,29,31)
• InChIKey: VVKYIUFJEDANQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}-2-(pyrrolidin-2-ylformamido)pentanediamide
• IUPAC Traditional name: N-{4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}-2-(pyrrolidin-2-ylformamido)pentanediamide
• Synonyms: Pro-Gln-Arg-Phe amide trifluoroacetate salt

Database IDs

• CAS Number: 152050-35-6
• MDL Number: MFCD00674919
• PubChem SID: 24898085; 162249411
• PubChem CID: 3382578

CALCULATED PROPERTIES

• Acid pKa: 12.092949
• H Acceptors: 9
• H Donor: 9
• LogD (pH = 5.5): -8.516083
• LogD (pH = 7.4): -7.4164596
• Log P: -3.3825686
• Molar Refractivity: 152.4361 cm^3
• Polarizability: 55.269936 Å^3
• Polar Surface Area: 247.41 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

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C25H39N9O5

DETAILS

Sigma Aldrich - P0208

Biochem/physiol Actions
Morphine-modulating peptide