methyl (1R,12S,14R,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate

• ChemBase ID: 306046
• Molecular Formular: C21H24N2O4
• Molecular Mass: 368.42626
• Monoisotopic Mass: 368.17360726
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@]2(N3[C@@H](C1)C([C@H](C2)/C(=C\C)/C3)(C(=O)OC)CO)O
• Canonical SMILES: C/C=C\1/CN2[C@@H]3C([C@@H]1C[C@@]2(O)c1c(C3)c2c([nH]1)cccc2)(CO)C(=O)OC
• InChI: InChI=1S/C21H24N2O4/c1-3-12-10-23-17-8-14-13-6-4-5-7-16(13)22-18(14)21(23,26)9-15(12)20(17,11-24)19(25)27-2/h3-7,15,17,22,24,26H,8-11H2,1-2H3/b12-3-/t15-,17+,20?,21-/m1/s1
• InChIKey: ZROBSNVANUBAJZ-LXQFGBHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,12S,14R,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.0^2,^1^0.0^4,^9.0^1^2,^1^7]octadeca-2(10),4,6,8-tetraene-13-carboxylate
• IUPAC Traditional name: methyl (1R,12S,14R,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.0^2,^1^0.0^4,^9.0^1^2,^1^7]octadeca-2(10),4,6,8-tetraene-13-carboxylate
• Synonyms: 16-Epivoacarpine

Database IDs

• CAS Number: 114027-38-2

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.6187505
• Log P: 1.6200001
• Molar Refractivity: 101.7277 cm^3
• Polarizability: 40.56238 Å^3
• Polar Surface Area: 85.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 12.194679
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.5309566

PROPERTIES

Physical Property

• Apperance: Powder