4-{2-[(1-{[1-({4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}carbamoyl)-3-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]pyrrolidin-1-yl}-4-oxo-3-[(5-oxopyrrolidin-2-yl)formamido]butanoic acid

• ChemBase ID: 131195
• Molecular Formular: C44H61N11O10
• Molecular Mass: 904.02284
• Monoisotopic Mass: 903.46028721
• SMILES: CC(C)CC(C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1ccccc1)C(=O)N)NC(=O)C(Cc1ccccc1)NC(=O)C1CCCN1C(=O)C(CC(=O)O)NC(=O)C1CCC(=O)N1
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)N)Cc1ccccc1)CCCNC(=N)N)NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C1CCC(=O)N1)CC(=O)O)Cc1ccccc1)C
• InChI: InChI=1S/C44H61N11O10/c1-25(2)21-31(40(62)50-28(15-9-19-48-44(46)47)38(60)51-30(37(45)59)22-26-11-5-3-6-12-26)52-41(63)32(23-27-13-7-4-8-14-27)53-42(64)34-16-10-20-55(34)43(65)33(24-36(57)58)54-39(61)29-17-18-35(56)49-29/h3-8,11-14,25,28-34H,9-10,15-24H2,1-2H3,(H2,45,59)(H,49,56)(H,50,62)(H,51,60)(H,52,63)(H,53,64)(H,54,61)(H,57,58)(H4,46,47,48)
• InChIKey: CLWGEQPXAKIVMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[(1-{[1-({4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}carbamoyl)-3-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]pyrrolidin-1-yl}-4-oxo-3-[(5-oxopyrrolidin-2-yl)formamido]butanoic acid
• IUPAC Traditional name: 4-{2-[(1-{[1-({4-carbamimidamido-1-[(1-carbamoyl-2-phenylethyl)carbamoyl]butyl}carbamoyl)-3-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]pyrrolidin-1-yl}-4-oxo-3-[(5-oxopyrrolidin-2-yl)formamido]butanoic acid
• Synonyms: pGlu-Asp-Pro-Phe-Leu-Arg-Phe-NH2

Database IDs

• CAS Number: 98495-35-3
• MDL Number: MFCD00076636
• PubChem SID: 24898458; 162225473
• PubChem CID: 4682589

CALCULATED PROPERTIES

• Rotatable Bonds: 24
• Lipinski's Rule of Five: false
• Acid pKa: 3.7250304
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -3.2792728
• LogD (pH = 7.4): -3.273453
• Log P: -3.273507
• Molar Refractivity: 243.7563 cm^3
• Polarizability: 90.78179 Å^3
• Polar Surface Area: 337.2 Å^2

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 - P3807

Other Notes
FMRF-like peptide originally isolated from snail (Helix aspersa)