4-{2-[2-amino-3-(1H-imidazol-5-yl)propanamido]acetamido}-4-{[1-({1-[2-({[(2-carbamoyl-1-{[1-(2-{[1-({1-[(1-{[1-({1-[(1-carboxyethyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-3-methylbutyl}carbamoyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]methyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}carbamoyl)-2-phenylethyl]carbamoyl}butanoic acid

• ChemBase ID: 131925
• Molecular Formular: C85H110N20O23
• Molecular Mass: 1779.9031
• Monoisotopic Mass: 1778.80526988
• SMILES: CC(C)CC(C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CO)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(C)C(=O)O)NC(=O)C(C)NC(=O)C1CCCN1C(=O)C(Cc1ccc(cc1)O)NC(=O)C(CC(=O)N)NC(=O)CNC(=O)C1CCCN1C(=O)C(C)NC(=O)C(Cc1ccccc1)NC(=O)C(CCC(=O)O)NC(=O)CNC(=O)C(Cc1cnc[nH]1)N
• Canonical SMILES: OCC(C(=O)NC(C(=O)NC(C(=O)O)C)Cc1ccc(cc1)O)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)CNC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(Cc1[nH]cnc1)N)CCC(=O)O)Cc1ccccc1)C)CC(=O)N)Cc1ccc(cc1)O)C)CC(C)C
• InChI: InChI=1S/C85H110N20O23/c1-44(2)31-59(77(119)101-62(35-51-38-89-57-16-10-9-15-55(51)57)78(120)103-65(42-106)80(122)100-61(76(118)95-47(5)85(127)128)33-49-19-23-53(107)24-20-49)98-72(114)45(3)93-82(124)67-18-12-30-105(67)84(126)64(34-50-21-25-54(108)26-22-50)102-79(121)63(37-68(87)109)97-70(111)41-91-81(123)66-17-11-29-104(66)83(125)46(4)94-75(117)60(32-48-13-7-6-8-14-48)99-74(116)58(27-28-71(112)113)96-69(110)40-90-73(115)56(86)36-52-39-88-43-92-52/h6-10,13-16,19-26,38-39,43-47,56,58-67,89,106-108H,11-12,17-18,27-37,40-42,86H2,1-5H3,(H2,87,109)(H,88,92)(H,90,115)(H,91,123)(H,93,124)(H,94,117)(H,95,118)(H,96,110)(H,97,111)(H,98,114)(H,99,116)(H,100,122)(H,101,119)(H,102,121)(H,103,120)(H,112,113)(H,127,128)
• InChIKey: YAKIXKJAOQLLHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[2-amino-3-(1H-imidazol-5-yl)propanamido]acetamido}-4-{[1-({1-[2-({[(2-carbamoyl-1-{[1-(2-{[1-({1-[(1-{[1-({1-[(1-carboxyethyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-3-methylbutyl}carbamoyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]methyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}carbamoyl)-2-phenylethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-{2-[2-amino-3-(3H-imidazol-4-yl)propanamido]acetamido}-4-{[1-({1-[2-({[(2-carbamoyl-1-{[1-(2-{[1-({1-[(1-{[1-({1-[(1-carboxyethyl)carbamoyl]-2-(4-hydroxyphenyl)ethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-3-methylbutyl}carbamoyl)ethyl]carbamoyl}pyrrolidin-1-yl)-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}ethyl)carbamoyl]methyl}carbamoyl)pyrrolidin-1-yl]-1-oxopropan-2-yl}carbamoyl)-2-phenylethyl]carbamoyl}butanoic acid
• Synonyms: His-Gly-Glu-Phe-Ala-Pro-Gly-Asn-Tyr-Pro-Ala-Leu-Trp-Ser-Tyr-Ala; Sendai virus Nucleoprotein Fragment 321-336

Database IDs

• CAS Number: 133531-91-6
• MDL Number: MFCD00237252
• PubChem SID: 24899669; 162226202
• PubChem CID: 16133239

CALCULATED PROPERTIES

• Acid pKa: 3.1496449
• H Acceptors: 25
• H Donor: 22
• LogD (pH = 5.5): -9.714588
• LogD (pH = 7.4): -10.634333
• Log P: -9.417594
• Molar Refractivity: 451.3 cm^3
• Polarizability: 176.5728 Å^3
• Polar Surface Area: 667.79 Å^2
• Rotatable Bonds: 47
• 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

Pharmacology Properties

• Gene Information: Sendai virus ... NP(1489779)

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - S5670

Biochem/physiol Actions
Peptide recognized by cytotoxic T lymphocytes in vivo. Mice immunized with fragment were protected from lethal virus infection.