2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)acetamido]-4-methylpentanoic acid

• ChemBase ID: 105502
• Molecular Formular: C41H61N11O10S
• Molecular Mass: 900.05574
• Monoisotopic Mass: 899.43235821
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC(C)C)C(=O)O
• Canonical SMILES: CSCCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)O)CC(C)C)CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N
• InChI: InChI=1S/C41H61N11O10S/c1-24(2)18-32(40(61)62)50-35(56)23-48-37(58)29(10-7-16-45-41(43)44)51-38(59)30(15-17-63-3)52-39(60)31(20-25-8-5-4-6-9-25)49-34(55)22-46-33(54)21-47-36(57)28(42)19-26-11-13-27(53)14-12-26/h4-6,8-9,11-14,24,28-32,53H,7,10,15-23,42H2,1-3H3,(H,46,54)(H,47,57)(H,48,58)(H,49,55)(H,50,56)(H,51,59)(H,52,60)(H,61,62)(H4,43,44,45)
• InChIKey: NVWLPCPCSZOUCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)acetamido]-4-methylpentanoic acid
• IUPAC Traditional name: 2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-5-carbamimidamidopentanamido)acetamido]-4-methylpentanoic acid
• Synonyms: Proenkephalin; [Met^5,Arg^6,Gly^7,Leu^8-Enkephalin; Tyr-Gly-Gly-Phe-Met-Arg-Gly-Leu; [Met^5]-ENKEPHALIN-Arg-Gly-Leu

Database IDs

• CAS Number: 80501-44-6
• PubChem SID: 162092515
• PubChem CID: 14345341

CALCULATED PROPERTIES

• Acid pKa: 3.481424
• H Acceptors: 14
• H Donor: 13
• LogD (pH = 5.5): -5.8577895
• LogD (pH = 7.4): -4.183649
• Log P: -3.8225832
• Molar Refractivity: 243.5044 cm^3
• Polarizability: 90.6824 Å^3
• Polar Surface Area: 349.15 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

DETAILS

MP Biomedicals - 02190440

Source/Species: Bovine medulla

REFERENCES

• Kirkpatrick, D.L., et al., Biochem. Biophys. Res. Commun., 103