4-({1-[(6-amino-1-{2-[(4-carbamimidamido-1-{[5-carbamimidamido-1-(2-{[1-({1-[(1-carboxy-2-methylbutyl)carbamoyl]-2-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)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: 103813
• Molecular Formular: C80H122N22O19
• Molecular Mass: 1695.96068
• Monoisotopic Mass: 1694.92565979
• SMILES: CCC(C)C(NC(=O)C(NC(=O)C(Cc1c[nH]c2ccccc12)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(C)CC)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(CC)C)C(=O)O)C(CC)C)Cc1c[nH]c2c1cccc2)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/C80H122N22O19/c1-7-43(5)64(75(117)100-65(78(120)121)44(6)8-2)99-72(114)57(39-46-41-89-49-18-10-9-17-48(46)49)98-74(116)60-23-16-36-102(60)77(119)54(21-14-34-88-80(85)86)93-66(108)50(20-13-33-87-79(83)84)92-73(115)59-22-15-35-101(59)76(118)53(19-11-12-32-81)94-71(113)58(40-61(82)104)97-68(110)52(29-31-63(106)107)91-70(112)56(38-45-24-26-47(103)27-25-45)96-69(111)55(37-42(3)4)95-67(109)51-28-30-62(105)90-51/h9-10,17-18,24-27,41-44,50-60,64-65,89,103H,7-8,11-16,19-23,28-40,81H2,1-6H3,(H2,82,104)(H,90,105)(H,91,112)(H,92,115)(H,93,108)(H,94,113)(H,95,109)(H,96,111)(H,97,110)(H,98,116)(H,99,114)(H,100,117)(H,106,107)(H,120,121)(H4,83,84,87)(H4,85,86,88)
• InChIKey: AQHXDDXOZXCFIS-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-2-methylbutyl)carbamoyl]-2-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)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: 4-({1-[(6-amino-1-{2-[(4-carbamimidamido-1-{[5-carbamimidamido-1-(2-{[1-({1-[(1-carboxy-2-methylbutyl)carbamoyl]-2-methylbutyl}carbamoyl)-2-(1H-indol-3-yl)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
• Synonyms: pyroGlu-Leu-Tyr-Glu-Asn-Lys-Pro-Arg-Arg-Pro-D-Trp-Ile-Leu; [D-Trp^11]-NEUROTENSIN

Database IDs

• CAS Number: 100929-52-0
• PubChem SID: 162103282
• PubChem CID: 44134850

CALCULATED PROPERTIES

• Acid pKa: 3.2367694
• H Acceptors: 26
• H Donor: 23
• LogD (pH = 5.5): -9.832979
• LogD (pH = 7.4): -9.405604
• Log P: -7.830479
• Molar Refractivity: 457.0188 cm^3
• Polarizability: 170.94931 Å^3
• Polar Surface Area: 664.25 Å^2
• Rotatable Bonds: 50
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02152932

A neurotensin antagonist.

REFERENCES

• Quirion, R., et al., Eur. J. Pharmac., 61: 309 (1980).
• Quirion, R., et al., Neuropeptides, 1: 253 (1981).