4-({1-[(6-amino-1-{2-[(4-carbamimidamido-1-{[5-carbamimidamido-1-(2-{[1-({1-[(1-carboxy-3-methylbutyl)carbamoyl]-2-methylbutyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl)-1-oxopentan-2-yl]carbamoyl}butyl)carbamoyl]pyrrolidin-1-yl}-1-oxohexan-2-yl)carbamoyl]-2-carbamoylethyl}carbamoyl)-4-[3-(4-hydroxyphenyl)-2-{4-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]pentanamido}propanamido]butanoic acid

• ChemBase ID: 103419
• Molecular Formular: C78H121N21O20
• Molecular Mass: 1672.92404
• Monoisotopic Mass: 1671.90967538
• 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)O)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)O)CC(=O)N
• InChI: InChI=1S/C78H121N21O20/c1-7-43(6)63(73(115)96-57(76(118)119)37-42(4)5)97-70(112)55(39-45-21-25-47(101)26-22-45)95-72(114)59-18-13-35-99(59)75(117)52(16-11-33-86-78(83)84)90-64(106)48(15-10-32-85-77(81)82)89-71(113)58-17-12-34-98(58)74(116)51(14-8-9-31-79)91-69(111)56(40-60(80)102)94-66(108)50(28-30-62(104)105)88-68(110)54(38-44-19-23-46(100)24-20-44)93-67(109)53(36-41(2)3)92-65(107)49-27-29-61(103)87-49/h19-26,41-43,48-59,63,100-101H,7-18,27-40,79H2,1-6H3,(H2,80,102)(H,87,103)(H,88,110)(H,89,113)(H,90,106)(H,91,111)(H,92,107)(H,93,109)(H,94,108)(H,95,114)(H,96,115)(H,97,112)(H,104,105)(H,118,119)(H4,81,82,85)(H4,83,84,86)
• InChIKey: PCJGZPGTCUMMOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-({1-[(6-amino-1-{2-[(4-carbamimidamido-1-{[5-carbamimidamido-1-(2-{[1-({1-[(1-carboxy-3-methylbutyl)carbamoyl]-2-methylbutyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]carbamoyl}pyrrolidin-1-yl)-1-oxopentan-2-yl]carbamoyl}butyl)carbamoyl]pyrrolidin-1-yl}-1-oxohexan-2-yl)carbamoyl]-2-carbamoylethyl}carbamoyl)-4-[3-(4-hydroxyphenyl)-2-{4-methyl-2-[(5-oxopyrrolidin-2-yl)formamido]pentanamido}propanamido]butanoic acid
• IUPAC Traditional name: neurotensin
• Synonyms: pyroGlu-Leu-Tyr-Glu-Asn-Lys-Pro-Arg-Arg-Pro-Tyr-Ile-Leu; NEUROTENSIN; pyroGlu-Leu-Tyr-Glu-Asn-Lys-Pro-Arg-Arg-Pro-D-Tyr-Ile-Leu; [D-Tyr^11]-NEUROTENSIN

Database IDs

• CAS Number: 58889-67-1; 64088-62-6
• PubChem SID: 162090604
• PubChem CID: 25078013

CALCULATED PROPERTIES

• Acid pKa: 3.2505753
• H Acceptors: 27
• H Donor: 23
• LogD (pH = 5.5): -10.313799
• LogD (pH = 7.4): -9.8892765
• Log P: -8.738139
• Molar Refractivity: 447.9902 cm^3
• Polarizability: 166.46234 Å^3
• Polar Surface Area: 668.69 Å^2
• Rotatable Bonds: 50
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -70°C

DETAILS

MP Biomedicals - 02152933

A neurotensin analog which induces significant hypothermic and motor activities.

REFERENCES

• Loosen, P.T., et al., Neuropharmacology, 17: 109 (1978).
• Jolicoeur, F.B., et al., Peptides, 2:171 (1981).
• Carraway, R. and Leeman, S., J. Biol. Chem., 250: 1912 (1975).
• Rivier, J.E., et al., J. Med. Chem., 20: 1409 (1977).