[(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),12,16-hexaen-17-yl]methyl 3,4,5-tris(2H3)methoxybenzoate

• ChemBase ID: 179513
• Molecular Formular: C30H32N2O5
• Molecular Mass: 500.58548
• Monoisotopic Mass: 500.23112213
• SMILES: c1ccc2c(c1)c1c3n2C(=C[C@]2([C@@H]3N(CC1)C=CC2)CC)COC(=O)c1cc(c(c(c1)OC)OC)OC
• Canonical SMILES: CC[C@]12CC=CN3[C@@H]2c2n(C(=C1)COC(=O)c1cc(OC)c(c(c1)OC)OC)c1c(c2CC3)cccc1
• InChI: InChI=1S/C30H32N2O5/c1-5-30-12-8-13-31-14-11-22-21-9-6-7-10-23(21)32(26(22)28(30)31)20(17-30)18-37-29(33)19-15-24(34-2)27(36-4)25(16-19)35-3/h6-10,13,15-17,28H,5,11-12,14,18H2,1-4H3/t28-,30+/m1/s1
• InChIKey: SWQGMSKLVDNQQP-DGPALRBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(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),12,16-hexaen-17-yl]methyl 3,4,5-tris(^2H₃)methoxybenzoate
• IUPAC Traditional name: [(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),12,16-hexaen-17-yl]methyl 3,4,5-tris(^2H₃)methoxybenzoate
• Synonyms: RGH 4417-d9; Vinmegallate-d9; (3α,16α)-17,18-Didehydroeburnamenine-14-methanol 3,4,5-(Trimethoxy-d9)benzoate

Database IDs

• PubChem SID: 164235423
• PubChem CID: 71752959

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.5412478
• LogD (pH = 7.4): 4.788276
• Log P: 4.8927865
• Molar Refractivity: 144.0829 cm^3
• Polarizability: 55.81984 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - V314802

Labelled Vinmegallate (V314800). Anticancer component and medicinal adjuvant.

REFERENCES

• Keve, T., et al.: Acta Pharmaceutica Hungarica, 57, 199 (1987)