2-({1-[13-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; acetic acid

• ChemBase ID: 166626
• Molecular Formular: C48H68N14O14S2
• Molecular Mass: 1129.26892
• Monoisotopic Mass: 1128.44808493
• 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.CC(=O)O
• 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.CC(=O)O
• InChI: InChI=1S/C46H64N14O12S2.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)
• InChIKey: MLSVJHOYXJGGTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[13-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; acetic acid
• IUPAC Traditional name: 2-({1-[13-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; acetic acid
• Synonyms: 1-(3-Mercaptopropanoic Acid)-8-d-arginine Vasopressin Monoacetate; 8-d-Arginine-1-(3-mercapto-propanoic Acid)vasopresin Monoacetate; Adiuretin SD; DDAVP; Desmospray; Minirin; Octim; Octostim; Presinex; Stimate; Desmopressin Acetate

Database IDs

• CAS Number: 62288-83-9
• PubChem SID: 162260759
• PubChem CID: 64758

CALCULATED PROPERTIES

• Log P: -6.1971536
• Molar Refractivity: 269.4871 cm^3
• Polarizability: 104.498955 Å^3
• Polar Surface Area: 437.91 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false
• Acid pKa: 9.479221
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -8.112534
• LogD (pH = 7.4): -7.8167524

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - 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. Antidiuretic; hemostatic.

REFERENCES

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