methyl (1S,9R,10S,12S,13E)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

• ChemBase ID: 304834
• Molecular Formular: C21H26N2O4
• Molecular Mass: 370.44214
• Monoisotopic Mass: 370.18925732
• SMILES: c1ccc2c(c1)[C@@]13[C@@]4(N2)N(CC1)C/C(=C/C)/[C@@H](C3(CO)C(=O)OC)C[C@@H]4O
• Canonical SMILES: COC(=O)C1(CO)[C@H]2C[C@@H]([C@]34[C@@]1(CCN4C/C/2=C/C)c1ccccc1N3)O
• InChI: InChI=1S/C21H26N2O4/c1-3-13-11-23-9-8-20-14-6-4-5-7-16(14)22-21(20,23)17(25)10-15(13)19(20,12-24)18(26)27-2/h3-7,15,17,22,24-25H,8-12H2,1-2H3/b13-3-/t15-,17-,19?,20-,21-/m0/s1
• InChIKey: VZZBVNLFHYEUHM-MEASUVLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,9R,10S,12S,13E)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.0^1,^9.0^2,^7.0^9,^1^5]octadeca-2,4,6-triene-18-carboxylate
• IUPAC Traditional name: methyl (1S,9R,10S,12S,13E)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-8,15-diazapentacyclo[10.5.1.0^1,^9.0^2,^7.0^9,^1^5]octadeca-2,4,6-triene-18-carboxylate
• Synonyms: N-Demethylechitamine

Database IDs

• CAS Number: 60048-88-6

CALCULATED PROPERTIES

• Acid pKa: 13.162793
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.0049718823
• LogD (pH = 7.4): 1.0042627
• Log P: 1.058736
• Molar Refractivity: 102.944 cm^3
• Polarizability: 39.474773 Å^3
• Polar Surface Area: 82.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder