N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(1-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanoyl}pyrrolidin-2-yl)formamido]pentanediamide

• ChemBase ID: 103883
• Molecular Formular: C61H84N16O13S
• Molecular Mass: 1281.48406
• Monoisotopic Mass: 1280.61244783
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1cnc[nH]1)NC(=O)CNC(=O)C(NC(=O)C(C)NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1C(=O)C(NC(=O)C1CCC(=O)N1)C(C)C)C(C)C)C(=O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(NC(=O)C(Cc1[nH]cnc1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCCN1C(=O)C(C(C)C)NC(=O)C1CCC(=O)N1)CCC(=O)N)C)Cc1ccccc1
• InChI: InChI=1S/C61H84N16O13S/c1-32(2)50(60(89)66-30-49(80)70-45(27-37-29-64-31-67-37)58(87)73-43(25-35-13-8-7-9-14-35)57(86)71-40(52(63)81)22-24-91-6)75-53(82)34(5)68-56(85)44(26-36-28-65-39-16-11-10-15-38(36)39)74-54(83)42(18-20-47(62)78)72-59(88)46-17-12-23-77(46)61(90)51(33(3)4)76-55(84)41-19-21-48(79)69-41/h7-11,13-16,28-29,31-34,40-46,50-51,65H,12,17-27,30H2,1-6H3,(H2,62,78)(H2,63,81)(H,64,67)(H,66,89)(H,68,85)(H,69,79)(H,70,80)(H,71,86)(H,72,88)(H,73,87)(H,74,83)(H,75,82)(H,76,84)
• InChIKey: AUOCWSNQHWTPIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(1H-imidazol-5-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(1-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanoyl}pyrrolidin-2-yl)formamido]pentanediamide
• IUPAC Traditional name: N-[1-({1-[(1-{[({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]-2-(3H-imidazol-4-yl)ethyl}carbamoyl)methyl]carbamoyl}-2-methylpropyl)carbamoyl]ethyl}carbamoyl)-2-(1H-indol-3-yl)ethyl]-2-[(1-{3-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]butanoyl}pyrrolidin-2-yl)formamido]pentanediamide
• Synonyms: pyroGlu-Val-Pro-Gln-Trp-Ala-Val-Gly-His-Phe-Met-NH₂; RANATENSIN

Database IDs

• CAS Number: 29451-71-6
• PubChem SID: 162090964
• PubChem CID: 22146595

CALCULATED PROPERTIES

• Acid pKa: 11.138962
• H Acceptors: 14
• H Donor: 14
• LogD (pH = 5.5): -3.9781713
• LogD (pH = 7.4): -3.513637
• Log P: -3.4510047
• Molar Refractivity: 331.6579 cm^3
• Polarizability: 130.09729 Å^3
• Polar Surface Area: 441.96 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

REFERENCES

• Nakajama, T., et al., Fed. Proc., 29: 282, (1970).