ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

• ChemBase ID: 312862
• Molecular Formular: C22H26N2O2
• Molecular Mass: 350.45404
• Monoisotopic Mass: 350.19942808
• SMILES: c1ccc2c(c1)c1c3n2C(=C[C@]2([C@@H]3N(CC1)CCC2)CC)C(=O)OCC
• Canonical SMILES: CCOC(=O)C1=C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3
• InChI: InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
• InChIKey: DDNCQMVWWZOMLN-IRLDBZIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^2,^7.0^8,^1^8.0^1^5,^1^9]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
• IUPAC Traditional name: vinpocetine
• Synonyms: Vinpocetine (Cavinton)

Database IDs

• CAS Number: 42971-09-5

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3386369
• LogD (pH = 7.4): 3.843793
• Log P: 4.0670204
• Molar Refractivity: 104.2384 cm^3
• Polarizability: 41.198402 Å^3
• Polar Surface Area: 34.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Sodium Channel

Product Information

• Salt Data: Free Base