3-[6-amino-2-(3-hydroxy-2-{[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}propanamido)hexanamido]-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]ethyl}carbamoyl)propanoic acid

• ChemBase ID: 103232
• Molecular Formular: C54H85N13O15S
• Molecular Mass: 1188.3958
• Monoisotopic Mass: 1187.60088009
• SMILES: CCC(C)C(NC(=O)C(Cc1ccccc1)NC(=O)C(C)NC(=O)C(CC(=O)O)NC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C1CCCN1C(=O)C1CCC(=O)N1)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CCSC)C(=O)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N)CCSC)CC(C)C)C(CC)C)Cc1ccccc1)C)CC(=O)O)NC(=O)C(NC(=O)C1CCCN1C(=O)C1CCC(=O)N1)CO
• InChI: InChI=1S/C54H85N13O15S/c1-7-30(4)44(53(81)57-27-42(70)60-36(24-29(2)3)49(77)61-33(45(56)73)20-23-83-6)66-50(78)37(25-32-14-9-8-10-15-32)63-46(74)31(5)58-48(76)38(26-43(71)72)64-47(75)34(16-11-12-21-55)62-51(79)39(28-68)65-52(80)40-17-13-22-67(40)54(82)35-18-19-41(69)59-35/h8-10,14-15,29-31,33-40,44,68H,7,11-13,16-28,55H2,1-6H3,(H2,56,73)(H,57,81)(H,58,76)(H,59,69)(H,60,70)(H,61,77)(H,62,79)(H,63,74)(H,64,75)(H,65,80)(H,66,78)(H,71,72)
• InChIKey: AYLPVIWBPZMVSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[6-amino-2-(3-hydroxy-2-{[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}propanamido)hexanamido]-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]ethyl}carbamoyl)propanoic acid
• IUPAC Traditional name: eledoisin; 3-[6-amino-2-(3-hydroxy-2-{[1-(5-oxopyrrolidine-2-carbonyl)pyrrolidin-2-yl]formamido}propanamido)hexanamido]-3-({1-[(1-{[1-({[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-phenylethyl)carbamoyl]ethyl}carbamoyl)propanoic acid
• Synonyms: pyroGlu-Pro-Ser-Lys-Asp-Ala-Phe-Ile-Gly-Leu-Met-NH₂; ELEDOISIN

Database IDs

• CAS Number: 69-25-0
• PubChem SID: 162090640
• PubChem CID: 6242; 10328936
• CHEMBL: 373569
• Chemspider ID: 6006
• Wikipedia Title: Eledoisin

CALCULATED PROPERTIES

• Acid pKa: 3.69314
• H Acceptors: 16
• H Donor: 14
• LogD (pH = 5.5): -6.552739
• LogD (pH = 7.4): -6.5479746
• Log P: -6.547631
• Molar Refractivity: 299.9484 cm^3
• Polarizability: 117.86289 Å^3
• Polar Surface Area: 437.95 Å^2
• Rotatable Bonds: 36
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02151028

A peptide of octopus salivary glands.