(1S,11R)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.01,9.02,7]tetradec-12-ene-10-carboxylic acid

• ChemBase ID: 119460
• Molecular Formular: C18H17NO6
• Molecular Mass: 343.33068
• Monoisotopic Mass: 343.10558727
• SMILES: N12C(=O)C3[C@@]4(C1C(C(=O)CC2c1occc1)C)O[C@H](C3C(=O)O)C=C4
• Canonical SMILES: O=C1CC(c2ccco2)N2C(C1C)[C@@]13C=C[C@H](O1)C(C3C2=O)C(=O)O
• InChI: InChI=1S/C18H17NO6/c1-8-10(20)7-9(11-3-2-6-24-11)19-15(8)18-5-4-12(25-18)13(17(22)23)14(18)16(19)21/h2-6,8-9,12-15H,7H2,1H3,(H,22,23)/t8?,9?,12-,13?,14?,15?,18+/m1/s1
• InChIKey: RQULTYIEQUNDLH-NYCIJULGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11R)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxylic acid
• IUPAC Traditional name: (1S,11R)-6-(furan-2-yl)-3-methyl-4,8-dioxo-14-oxa-7-azatetracyclo[9.2.1.0^1,^9.0^2,^7]tetradec-12-ene-10-carboxylic acid
• Synonyms: (8R,10aS)-4-(furan-2-yl)-1-methyl-2,6-dioxo-2,3,4,6,6a,7,8,10b-octahydro-1H-8,10a-epoxypyrido[2,1-a]isoindole-7-carboxylic acid

Database IDs

• PubChem SID: 162107605
• PubChem CID: 16394561

CALCULATED PROPERTIES

• Acid pKa: 4.263236
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.67329884
• LogD (pH = 7.4): -2.4037178
• Log P: 0.5857325
• Molar Refractivity: 83.3453 cm^3
• Polarizability: 32.458717 Å^3
• Polar Surface Area: 97.05 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds