methyl (1S,15R,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

• ChemBase ID: 304275
• Molecular Formular: C21H24N2O3
• Molecular Mass: 352.42686
• Monoisotopic Mass: 352.17869264
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@H]2N(CC1)C[C@H]1[C@H](C2)C(=CO[C@@H]1C)C(=O)OC
• Canonical SMILES: COC(=O)C1=CO[C@@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1)C
• InChI: InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15+,16-,19+/m1/s1
• InChIKey: GRTOGORTSDXSFK-XIEZEKGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,15R,16R,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
• IUPAC Traditional name: 19-epi-ajmalicine
• Synonyms: 19-Epiajmalicine; Mayumbine

Database IDs

• CAS Number: 25532-45-0

CALCULATED PROPERTIES

• Acid pKa: 16.374712
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.4513834
• LogD (pH = 7.4): 2.1309202
• Log P: 2.5527265
• Molar Refractivity: 99.8364 cm^3
• Polarizability: 39.949436 Å^3
• Polar Surface Area: 54.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder