1-{2-[2-(6-amino-2-{2-[(1-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}-3-methylbutanamido)acetamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanamido}hexanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl}pyrrolidine-2-carboxylic acid

• ChemBase ID: 103738
• Molecular Formular: C77H134N24O16
• Molecular Mass: 1652.03906
• Monoisotopic Mass: 1651.04096433
• SMILES: CC(C)C(NC(=O)C1CCCN1C(=O)C(N)CCCCN)C(=O)NCC(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)NC(CCCCN)C(=O)NC(C(C)C)C(=O)NC(Cc1ccc(O)cc1)C(=O)N1CCCC1C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)O)Cc1ccc(cc1)O)C(C)C)CCCCN)C(C)C)CCCNC(=N)N)CCCNC(=N)N)NC(=O)C(NC(=O)CNC(=O)C(C(C)C)NC(=O)C1CCCN1C(=O)C(CCCCN)N)CCCCN
• InChI: InChI=1S/C77H134N24O16/c1-44(2)60(97-67(108)56-26-17-39-99(56)72(113)49(82)20-7-11-33-78)69(110)89-43-59(103)90-50(21-8-12-34-79)63(104)91-51(22-9-13-35-80)64(105)92-53(24-15-37-87-76(83)84)65(106)94-54(25-16-38-88-77(85)86)73(114)100-40-18-27-57(100)68(109)98-62(46(5)6)70(111)93-52(23-10-14-36-81)66(107)96-61(45(3)4)71(112)95-55(42-47-29-31-48(102)32-30-47)74(115)101-41-19-28-58(101)75(116)117/h29-32,44-46,49-58,60-62,102H,7-28,33-43,78-82H2,1-6H3,(H,89,110)(H,90,103)(H,91,104)(H,92,105)(H,93,111)(H,94,106)(H,95,112)(H,96,107)(H,97,108)(H,98,109)(H,116,117)(H4,83,84,87)(H4,85,86,88)
• InChIKey: WNXWTCYVIHOQAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[2-(6-amino-2-{2-[(1-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}-3-methylbutanamido)acetamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanamido}hexanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl}pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: 1-{2-[2-(6-amino-2-{2-[(1-{2-[2-(6-amino-2-{6-amino-2-[2-(2-{[1-(2,6-diaminohexanoyl)pyrrolidin-2-yl]formamido}-3-methylbutanamido)acetamido]hexanamido}hexanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl}pyrrolidin-2-yl)formamido]-3-methylbutanamido}hexanamido)-3-methylbutanamido]-3-(4-hydroxyphenyl)propanoyl}pyrrolidine-2-carboxylic acid
• Synonyms: Lys-Pro-Val-Gly-Lys-Lys-Arg-Arg-Pro-Val-Lys-Val-Tyr-Pro; ADRENOCORTICOTROPIC HORMONE, Fragment 11-24

Database IDs

• CAS Number: 4237-93-8
• PubChem SID: 162103275
• PubChem CID: 44134525

CALCULATED PROPERTIES

• Acid pKa: 3.228099
• H Acceptors: 27
• H Donor: 23
• LogD (pH = 5.5): -24.282946
• LogD (pH = 7.4): -20.9107
• Log P: -7.6083
• Molar Refractivity: 453.624 cm^3
• Polarizability: 169.66757 Å^3
• Polar Surface Area: 663.36 Å^2
• Rotatable Bonds: 53
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02152722

Peptide Content: ~60%

REFERENCES

• Kastin, A.J., et al., Nature, 207: 978, (1965).
• Jolles, J., et al., Brain Res., 224: 315, (1981).