2-[(1-{13-[(2H5)benzyl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl}pyrrolidin-2-yl)formamido]-N-(carbamoylmethyl)-5-[(diaminomethylidene)amino]pentanamide

• ChemBase ID: 166627
• Molecular Formular: C46H64N14O12S2
• Molecular Mass: 1069.21696
• Monoisotopic Mass: 1068.42695556
• SMILES: O=C1C(NC(=O)C(NC(=O)C(NC(=O)CCSSCC(NC(=O)C(N1)CC(=O)N)C(=O)N1C(CCC1)C(=O)NC(C(=O)NCC(=O)N)CCCN=C(N)N)Cc1ccc(cc1)O)Cc1ccccc1)CCC(=O)N
• Canonical SMILES: NC(=O)CC1NC(=O)C(CCC(=O)N)NC(=O)C(Cc2ccccc2)NC(=O)C(NC(=O)CCSSCC(NC1=O)C(=O)N1CCCC1C(=O)NC(C(=O)NCC(=O)N)CCCN=C(N)N)Cc1ccc(cc1)O
• InChI: InChI=1S/C46H64N14O12S2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52)
• InChIKey: NFLWUMRGJYTJIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-{13-[(^2H₅)benzyl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl}pyrrolidin-2-yl)formamido]-N-(carbamoylmethyl)-5-[(diaminomethylidene)amino]pentanamide
• IUPAC Traditional name: 2-[(1-{13-[(^2H₅)benzyl]-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl}pyrrolidin-2-yl)formamido]-N-(carbamoylmethyl)-5-[(diaminomethylidene)amino]pentanamide
• Synonyms: 1-(3-Mercaptopropanoic Acid)-8-d-arginine Vasopressin-d5; 8-d-Arginine-1-(3-mercapto-propanoic Acid)vasopresin-d5; Adiuretin SD-d5; DDAVP-d5; Desmospray-d5; Minirin-d5; Octim-d5; Octostim-d5; Presinex-d5; Stimate-d5; Desmopressin-d5

Database IDs

• PubChem SID: 162260760
• PubChem CID: 46781204

CALCULATED PROPERTIES

• Acid pKa: 9.479221
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -8.112534
• LogD (pH = 7.4): -7.8167524
• Log P: -6.1971536
• Molar Refractivity: 269.4871 cm^3
• Polarizability: 104.51969 Å^3
• Polar Surface Area: 437.91 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White To Off-White Crystalline Solid
• Melting Point: 170-172°C

DETAILS

Toronto Research Chemicals - D296792

Labelled Desmopressin (D296790). Synthetic analog of Vasopressin with antidiuretic activity and decreased pressor effects. Improves hemostatsis by increasing plasma levels of von Willebrand factor, factor VIII and tissue plasminogen activator. Antidiureti

REFERENCES

• Mannucci, P.M., et al.: Blood, 90 2515 (1997)
• Kaufmann, J. E., et al.: Haemostasis, 1, 682 (1997)