methyl 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: 125659
• Molecular Formular: C21H24N2O3
• Molecular Mass: 352.42686
• Monoisotopic Mass: 352.17869264
• SMILES: O=C(OC)C1=COC(C2CN3CCc4c([nH]c5ccccc45)C3CC12)C
• Canonical SMILES: COC(=O)C1=COC(C2C1CC1N(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
• InChIKey: GRTOGORTSDXSFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 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: ajmalicine
• Synonyms: Ajmalicine

Database IDs

• CAS Number: 483-04-5
• PubChem SID: 162220009
• PubChem CID: 251561
• CHEMBL: 123325
• Chemspider ID: 390541
• Wikipedia Title: Ajmalicine

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

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only