N-(1-{[1-({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide

• ChemBase ID: 105073
• Molecular Formular: C57H64N12O9S
• Molecular Mass: 1093.25806
• Monoisotopic Mass: 1092.46399269
• SMILES: CSCCC(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1ccccc1)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(CCC(=O)N)NC(=O)C1CCC(=O)N1)C(=O)N
• Canonical SMILES: CSCCC(C(=O)N)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C1CCC(=O)N1)CCC(=O)N)Cc1ccccc1
• InChI: InChI=1S/C57H64N12O9S/c1-79-24-23-42(51(59)72)64-55(76)46(26-33-29-60-39-16-8-5-13-36(33)39)69-57(78)48(28-35-31-62-41-18-10-7-15-38(35)41)68-54(75)45(25-32-11-3-2-4-12-32)66-56(77)47(27-34-30-61-40-17-9-6-14-37(34)40)67-53(74)44(19-21-49(58)70)65-52(73)43-20-22-50(71)63-43/h2-18,29-31,42-48,60-62H,19-28H2,1H3,(H2,58,70)(H2,59,72)(H,63,71)(H,64,76)(H,65,73)(H,66,77)(H,67,74)(H,68,75)(H,69,78)
• InChIKey: WSYRBHQWMXTCHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1-{[1-({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide
• IUPAC Traditional name: N-(1-{[1-({1-[(1-{[1-carbamoyl-3-(methylsulfanyl)propyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl}carbamoyl)-2-phenylethyl]carbamoyl}-2-(1H-indol-3-yl)ethyl)-2-[(5-oxopyrrolidin-2-yl)formamido]pentanediamide
• Synonyms: PROTEIN G ANTAGONIST 2

Database IDs

• PubChem SID: 162105864
• PubChem CID: 44134914

CALCULATED PROPERTIES

• Acid pKa: 11.100054
• H Acceptors: 9
• H Donor: 12
• LogD (pH = 5.5): 1.497199
• LogD (pH = 7.4): 1.4971235
• Log P: 1.4972003
• Molar Refractivity: 295.1312 cm^3
• Polarizability: 117.65029 Å^3
• Polar Surface Area: 337.25 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02158346

Pyr-Gln-_D -Trp-Phe-_D -Trp-_D -Trp-Met-NH₂
Purity: 99%
Reversible and competitive inhibitor of G proteins.

REFERENCES

• Mukai, H., et al., J. Biol. Chem. , 267 : 16237 (1992).