3-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}-4-(methylsulfanyl)butanamido)acetamido]-3-(1H-imidazol-4-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}-3-{[4-carbamimidamido-1-({1-[(carboxymethyl)carbamoyl]-2-phenylethyl}carbamoyl)butyl]carbamoyl}propanoic acid

• ChemBase ID: 103810
• Molecular Formular: C74H99N21O16S
• Molecular Mass: 1570.77396
• Monoisotopic Mass: 1569.72993719
• SMILES: CSCCC(NC(=O)C(NC(=O)C(N)Cc1ccc(O)cc1)C(C)C)C(=O)NCC(=O)NC(Cc1c[nH]cn1)C(=O)NC(Cc1ccccc1)C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1c[nH]c2c1cccc2)C(=O)NC(CC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NC(Cc1ccccc1)C(=O)NCC(=O)O
• Canonical SMILES: CSCCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)O)Cc1ccccc1)CCCNC(=N)N)CC(=O)O)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)Cc1ccccc1)Cc1nc[nH]c1)NC(=O)C(C(C)C)NC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C74H99N21O16S/c1-41(2)62(95-63(102)49(75)30-44-22-24-47(96)25-23-44)72(111)90-53(26-29-112-3)64(103)84-38-59(97)87-57(34-46-37-80-40-86-46)70(109)92-55(32-43-16-8-5-9-17-43)68(107)88-52(21-13-28-82-74(78)79)67(106)93-56(33-45-36-83-50-19-11-10-18-48(45)50)69(108)94-58(35-60(98)99)71(110)89-51(20-12-27-81-73(76)77)66(105)91-54(65(104)85-39-61(100)101)31-42-14-6-4-7-15-42/h4-11,14-19,22-25,36-37,40-41,49,51-58,62,83,96H,12-13,20-21,26-35,38-39,75H2,1-3H3,(H,80,86)(H,84,103)(H,85,104)(H,87,97)(H,88,107)(H,89,110)(H,90,111)(H,91,105)(H,92,109)(H,93,106)(H,94,108)(H,95,102)(H,98,99)(H,100,101)(H4,76,77,81)(H4,78,79,82)
• InChIKey: GZWUQPQBOGLSIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}-4-(methylsulfanyl)butanamido)acetamido]-3-(1H-imidazol-4-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}-3-{[4-carbamimidamido-1-({1-[(carboxymethyl)carbamoyl]-2-phenylethyl}carbamoyl)butyl]carbamoyl}propanoic acid
• IUPAC Traditional name: 3-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}-4-(methylsulfanyl)butanamido)acetamido]-3-(1H-imidazol-4-yl)propanamido}-3-phenylpropanamido)-5-carbamimidamidopentanamido]-3-(1H-indol-3-yl)propanamido}-3-[(4-carbamimidamido-1-{[1-(carboxymethylcarbamoyl)-2-phenylethyl]carbamoyl}butyl)carbamoyl]propanoic acid
• Synonyms: Tyr-Val-Met-Gly-His-Phe-Arg-Trp-Asp-Arg-Phe-Gly; γ-MELANOCYTE STIMULATING HORMONE; β-MSH

Database IDs

• CAS Number: 72711-43-4
• PubChem SID: 162090914
• PubChem CID: 44134812

CALCULATED PROPERTIES

• Acid pKa: 3.2125638
• H Acceptors: 24
• H Donor: 23
• LogD (pH = 5.5): -8.806281
• LogD (pH = 7.4): -6.3956046
• Log P: -5.9859223
• Molar Refractivity: 429.2916 cm^3
• Polarizability: 159.35666 Å^3
• Polar Surface Area: 609.22 Å^2
• Rotatable Bonds: 47
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

REFERENCES

• Nakanishi, S., et al., Nature, 278: 423, (1978).
• Lis, M., et al., J. Clin. Endocrin. Med., 52: 1053, (1981).