methyl (1S,15S,16S,20S)-7-methoxy-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: 304272
• Molecular Formular: C22H26N2O4
• Molecular Mass: 382.45284
• Monoisotopic Mass: 382.18925732
• SMILES: c1(ccc2c(c1)c1c([nH]2)[C@H]2N(CC1)C[C@@H]1[C@H](C2)C(=CO[C@H]1C)C(=O)OC)OC
• Canonical SMILES: COc1ccc2c(c1)c1CCN3[C@H](c1[nH]2)C[C@H]1[C@@H](C3)[C@H](C)OC=C1C(=O)OC
• InChI: InChI=1S/C22H26N2O4/c1-12-17-10-24-7-6-14-16-8-13(26-2)4-5-19(16)23-21(14)20(24)9-15(17)18(11-28-12)22(25)27-3/h4-5,8,11-12,15,17,20,23H,6-7,9-10H2,1-3H3/t12-,15-,17-,20-/m0/s1
• InChIKey: DTDADHMBRZKXSC-GKASHWOUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,15S,16S,20S)-7-methoxy-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: aricin
• Synonyms: Cinchovatine; Heterophylline; Aricine

Database IDs

• CAS Number: 482-91-7

CALCULATED PROPERTIES

• Acid pKa: 16.650389
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.40856078
• LogD (pH = 7.4): 2.0438435
• Log P: 2.395055
• Molar Refractivity: 106.2996 cm^3
• Polarizability: 42.459244 Å^3
• Polar Surface Area: 63.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil