3-(2H-1,3-benzodioxol-5-yl)-N-(3-hydroxypropyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxamide

• ChemBase ID: 217580
• Molecular Formular: C19H20N2O6
• Molecular Mass: 372.3719
• Monoisotopic Mass: 372.13213637
• SMILES: [C@H]12C(=O)N(C[C@]31O[C@@H]([C@@H]2C(=O)NCCCO)C=C3)c1cc2c(OCO2)cc1
• Canonical SMILES: OCCCNC(=O)[C@H]1[C@H]2C=C[C@@]3([C@@H]1C(=O)N(C3)c1ccc3c(c1)OCO3)O2
• InChI: InChI=1S/C19H20N2O6/c22-7-1-6-20-17(23)15-13-4-5-19(27-13)9-21(18(24)16(15)19)11-2-3-12-14(8-11)26-10-25-12/h2-5,8,13,15-16,22H,1,6-7,9-10H2,(H,20,23)/t13-,15+,16+,19-/m1/s1
• InChIKey: QBNLHAMXLJITFZ-FVQSIRDASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2H-1,3-benzodioxol-5-yl)-N-(3-hydroxypropyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide
• IUPAC Traditional name: 3-(2H-1,3-benzodioxol-5-yl)-N-(3-hydroxypropyl)-4-oxo-10-oxa-3-azatricyclo[5.2.1.0^1,^5]dec-8-ene-6-carboxamide

Database IDs

• PubChem SID: 164273490
• PubChem CID: 40854640

CALCULATED PROPERTIES

• Acid pKa: 13.10297
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.776688
• LogD (pH = 7.4): -0.77668875
• Log P: -0.7766879
• Molar Refractivity: 93.3726 cm^3
• Polarizability: 36.292793 Å^3
• Polar Surface Area: 97.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds