2-({1-[19-benzyl-16-(2-carbamoylethyl)-13-(carbamoylmethyl)-22-[(4-methoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaazaspiro[5.19]pentacosane-10-carbonyl]pyrrolidin-2-yl}formamido)-5-carbamimidamido-N-(carbamoylmethyl)pentanamide

• ChemBase ID: 103823
• Molecular Formular: C52H74N14O12S2
• Molecular Mass: 1151.36056
• Monoisotopic Mass: 1150.50520588
• SMILES: COc1ccc(CC2NC(=O)CC3(CCCCC3)SSCC(NC(=O)C(CC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C(Cc3ccccc3)NC2=O)C(=O)N2CCCC2C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)N)cc1
• Canonical SMILES: COc1ccc(cc1)CC1NC(=O)CC2(CCCCC2)SSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)Cc1ccccc1)CCC(=O)N)CC(=O)N)C(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)N)CCCNC(=N)N
• InChI: InChI=1S/C52H74N14O12S2/c1-78-32-16-14-31(15-17-32)25-35-46(73)63-36(24-30-10-4-2-5-11-30)47(74)61-34(18-19-40(53)67)45(72)64-37(26-41(54)68)48(75)65-38(29-79-80-52(27-43(70)60-35)20-6-3-7-21-52)50(77)66-23-9-13-39(66)49(76)62-33(12-8-22-58-51(56)57)44(71)59-28-42(55)69/h2,4-5,10-11,14-17,33-39H,3,6-9,12-13,18-29H2,1H3,(H2,53,67)(H2,54,68)(H2,55,69)(H,59,71)(H,60,70)(H,61,74)(H,62,76)(H,63,73)(H,64,72)(H,65,75)(H4,56,57,58)
• InChIKey: QVQOGNOOAMQKCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[19-benzyl-16-(2-carbamoylethyl)-13-(carbamoylmethyl)-22-[(4-methoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaazaspiro[5.19]pentacosane-10-carbonyl]pyrrolidin-2-yl}formamido)-5-carbamimidamido-N-(carbamoylmethyl)pentanamide
• IUPAC Traditional name: 2-({1-[19-benzyl-16-(2-carbamoylethyl)-13-(carbamoylmethyl)-22-[(4-methoxyphenyl)methyl]-12,15,18,21,24-pentaoxo-7,8-dithia-11,14,17,20,23-pentaazaspiro[5.19]pentacosane-10-carbonyl]pyrrolidin-2-yl}formamido)-5-carbamimidamido-N-(carbamoylmethyl)pentanamide
• Synonyms: Manning Compound; [1-Mercaptocyclohexyl]acetyl-Tyr[O-Methyl]-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH₂; [β-Mercapto-β,β-cyclopenta-methylenepropionyl^1,O-Me-Tyr^2,Arg^8]-VASOPRESSIN

Database IDs

• CAS Number: 73168-24-8
• PubChem SID: 162090745
• PubChem CID: 13127203

CALCULATED PROPERTIES

• Acid pKa: 11.26995
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -6.2466745
• LogD (pH = 7.4): -6.23703
• Log P: -4.4922843
• Molar Refractivity: 305.1104 cm^3
• Polarizability: 114.82467 Å^3
• Polar Surface Area: 424.41 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

DETAILS

MP Biomedicals - 02152969

Contains disulfide bond between mercaptocyclohexyl group and Cys. An antagonist of arginine vasopressin.

REFERENCES

• Kruszyn I.M., et al., J. M