1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-[(2H5)prop-2-en-1-yl]-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea

• ChemBase ID: 163521
• Molecular Formular: C26H37N5O2
• Molecular Mass: 451.60428
• Monoisotopic Mass: 451.29472545
• SMILES: C1[C@H]2[C@H](N(C[C@@H]1C(=O)N(CCCN(C)C)C(=O)NCC)CC=C)Cc1c3c2cccc3[nH]c1
• Canonical SMILES: C=CCN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)N(C(=O)NCC)CCCN(C)C
• InChI: InChI=1S/C26H37N5O2/c1-5-11-30-17-19(25(32)31(26(33)27-6-2)13-8-12-29(3)4)14-21-20-9-7-10-22-24(20)18(16-28-22)15-23(21)30/h5,7,9-10,16,19,21,23,28H,1,6,8,11-15,17H2,2-4H3,(H,27,33)/t19-,21-,23-/m1/s1
• InChIKey: KORNTPPJEAJQIU-KJXAQDMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-[(^2H₅)prop-2-en-1-yl]-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea
• IUPAC Traditional name: 1-[3-(dimethylamino)propyl]-3-ethyl-1-[(2R,4R,7R)-6-[(^2H₅)prop-2-en-1-yl]-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-4-carbonyl]urea
• Synonyms: (8β)-N-[3-(Dimethylamino)propyl]-N-[(ethylamino)carbonyl]-6-(2-propen-1-yl)-ergoline-8-carboxamide-d5; FCE-21336-d5; Cabaser-d5; Dostinex-d5; Cabergoline-d5

Database IDs

• PubChem SID: 162257656
• PubChem CID: 71314471

CALCULATED PROPERTIES

• Acid pKa: 15.248916
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.24733
• LogD (pH = 7.4): -0.04766144
• Log P: 2.5785162
• Molar Refractivity: 133.5029 cm^3
• Polarizability: 52.385506 Å^3
• Polar Surface Area: 71.68 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 60-64°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C050002

A Labelled dopamine D2-receptor agonist.

REFERENCES

• Brambilla, E., et al.: Eur. J. Med. Chem., 24, 421 (1989)
• Ferrari, C., et al.: J. Clin. Endocrinol. Metab., 68, 1201 (1989)
• Hutton, J.T., et al.: Neurology, 46, 1062 (1996)