2-(2-{2-[(1-{2-[2-({1-[6-amino-2-(3-carbamoyl-2-{4-carbamoyl-2-[3-(4-hydroxyphenyl)-2-{4-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]pentanamido}propanamido]butanamido}propanamido)hexanoyl]pyrrolidin-2-yl}formamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-(4-hydroxyphenyl)propanamido}-3-methylpentanamido)-4-methylpentanoic acid

• ChemBase ID: 103812
• Molecular Formular: C78H122N22O19
• Molecular Mass: 1671.93928
• Monoisotopic Mass: 1670.92565979
• SMILES: CCC(C)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)C(CC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CC(C)C)NC(=O)C1CCC(=O)N1)C(=O)NC(CC(C)C)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(C)C)C(CC)C)Cc1ccc(cc1)O)CCCNC(=N)N)CCCNC(=N)N)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C1CCC(=O)N1)CC(C)C)Cc1ccc(cc1)O)CCC(=O)N)CC(=O)N
• InChI: InChI=1S/C78H122N22O19/c1-7-43(6)63(73(115)97-57(76(118)119)37-42(4)5)98-70(112)55(39-45-21-25-47(102)26-22-45)96-72(114)59-18-13-35-100(59)75(117)52(16-11-33-87-78(84)85)91-64(106)48(15-10-32-86-77(82)83)90-71(113)58-17-12-34-99(58)74(116)51(14-8-9-31-79)92-69(111)56(40-61(81)104)95-66(108)50(27-29-60(80)103)89-68(110)54(38-44-19-23-46(101)24-20-44)94-67(109)53(36-41(2)3)93-65(107)49-28-30-62(105)88-49/h19-26,41-43,48-59,63,101-102H,7-18,27-40,79H2,1-6H3,(H2,80,103)(H2,81,104)(H,88,105)(H,89,110)(H,90,113)(H,91,106)(H,92,111)(H,93,107)(H,94,109)(H,95,108)(H,96,114)(H,97,115)(H,98,112)(H,118,119)(H4,82,83,86)(H4,84,85,87)
• InChIKey: DJQZWBXXRHNKCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[(1-{2-[2-({1-[6-amino-2-(3-carbamoyl-2-{4-carbamoyl-2-[3-(4-hydroxyphenyl)-2-{4-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]pentanamido}propanamido]butanamido}propanamido)hexanoyl]pyrrolidin-2-yl}formamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-(4-hydroxyphenyl)propanamido}-3-methylpentanamido)-4-methylpentanoic acid
• IUPAC Traditional name: 2-(2-{2-[(1-{2-[2-({1-[6-amino-2-(3-carbamoyl-2-{4-carbamoyl-2-[3-(4-hydroxyphenyl)-2-{4-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]pentanamido}propanamido]butanamido}propanamido)hexanoyl]pyrrolidin-2-yl}formamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-(4-hydroxyphenyl)propanamido}-3-methylpentanamido)-4-methylpentanoic acid
• Synonyms: pyroGlu-Leu-Tyr-Gln-Asn-Lys-Pro-Arg-Arg-Pro-Tyr-Ile-Leu; [Gln^4]-NEUROTENSIN

Database IDs

• CAS Number: 61445-54-3
• PubChem SID: 162103112
• PubChem CID: 44134849

CALCULATED PROPERTIES

• Acid pKa: 3.7129745
• H Acceptors: 26
• H Donor: 23
• LogD (pH = 5.5): -11.888161
• LogD (pH = 7.4): -11.462105
• Log P: -9.611911
• Molar Refractivity: 449.8124 cm^3
• Polarizability: 167.12505 Å^3
• Polar Surface Area: 674.48 Å^2
• Rotatable Bonds: 50
• Lipinski's Rule of Five: false

REFERENCES

• Folkers, K., et al., Proc. Natl. Acad. Sci. USA, 73: 3833 (1976).
• Garcia-Sevilla, J.A., et al., Naunyn-Schmiedeberg's Arch. Pharmac., 305: 213 (1978).
• Yajima, H., et al., Chem. Pharm. Bull., 27: 2238 (1979).
• Andersson, S., et al., Scand. J. Gastroent., 15: 253 (1980).