(3S,4aS,10aR)-3-{[bis(2H5)ethylsulfamoyl]amino}-1-propyl-1H,2H,3H,4H,4aH,5H,10H,10aH-benzo[g]quinolin-6-ol hydrochloride

• ChemBase ID: 177266
• Molecular Formular: C20H34ClN3O3S
• Molecular Mass: 432.02026
• Monoisotopic Mass: 431.20094064
• SMILES: c1cc(c2c(c1)C[C@@H]1[C@@H](C2)C[C@@H](CN1CCC)NS(=O)(=O)N(CC)CC)O.Cl
• Canonical SMILES: CCCN1C[C@H](C[C@H]2[C@H]1Cc1cccc(c1C2)O)NS(=O)(=O)N(CC)CC.Cl
• InChI: InChI=1S/C20H33N3O3S.ClH/c1-4-10-22-14-17(21-27(25,26)23(5-2)6-3)11-16-12-18-15(13-19(16)22)8-7-9-20(18)24;/h7-9,16-17,19,21,24H,4-6,10-14H2,1-3H3;1H/t16-,17+,19-;/m1./s1
• InChIKey: DVLKVIJLALMCBQ-MSSRUXLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,10aR)-3-{[bis(^2H₅)ethylsulfamoyl]amino}-1-propyl-1H,2H,3H,4H,4aH,5H,10H,10aH-benzo[g]quinolin-6-ol hydrochloride
• IUPAC Traditional name: (3S,4aS,10aR)-3-{[bis(^2H₅)ethylsulfamoyl]amino}-1-propyl-2H,3H,4H,4aH,5H,10H,10aH-benzo[g]quinolin-6-ol hydrochloride
• Synonyms: rel-N,N-(Diethyl-d10)-N'-[(3R,4aR,10aS)-1,2,3,4,4a,5,10,10a-octahydro-6-hydroxy-1-propylbenzo[g]quinolin-3-yl]sulfamide Hydrochloride; (3α,4aα,10aβ)-N,N-(Diethyl-d10)-N'-(1,2,3,4,4a,5,10,10a-octahydro-6-hydroxy-1-propylbenzo[g]quinolin-3-yl)sulfamide Monohydrochloride; CV 205-502-d10; Norprolac-d10 Hydrochloride; SDZ 205-502-d10; Quinagolide-d10 Hydrochloride

Database IDs

• PubChem SID: 164233176
• PubChem CID: 71751924

CALCULATED PROPERTIES

• Acid pKa: 10.219082
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.16545665
• LogD (pH = 7.4): 1.6074042
• Log P: 2.4963152
• Molar Refractivity: 109.6601 cm^3
• Polarizability: 43.46618 Å^3
• Polar Surface Area: 72.88 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Q580502

Labelled Quinagolide (Q580500). Quinagolide is a nonergot dopamine D2-receptor agonist. Quinagolide acts as an prolactin inhibitor.

REFERENCES

• Nordmann, R., et al.: J. Med. Chem., 28, 367 (1985)
• Closse, A., et al.: Brain Res., 440, 123 (1985)
• Gaillard, R.C., et al.: Life Sci., 43, 1355 (1985)