(1S,2R,3R,13R,14R,16S)-15-oxo-17,19-dioxa-4-azapentacyclo[14.2.1.02,14.04,13.07,12]nonadeca-5,7,9,11-tetraene-3-carboxamide

• ChemBase ID: 192510
• Molecular Formular: C17H16N2O4
• Molecular Mass: 312.31994
• Monoisotopic Mass: 312.111007
• SMILES: N12[C@H]([C@H]3[C@H]([C@@H]1C(=O)N)[C@@H]1O[C@@H](C3=O)OC1)c1c(C=C2)cccc1
• Canonical SMILES: NC(=O)[C@H]1[C@@H]2[C@H]3CO[C@@H](O3)C(=O)[C@H]2[C@H]2N1C=Cc1c2cccc1
• InChI: InChI=1S/C17H16N2O4/c18-16(21)14-11-10-7-22-17(23-10)15(20)12(11)13-9-4-2-1-3-8(9)5-6-19(13)14/h1-6,10-14,17H,7H2,(H2,18,21)/t10-,11-,12-,13+,14-,17+/m1/s1
• InChIKey: JEDXXQPSAZQCEE-OHGMRDKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,13R,14R,16S)-15-oxo-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^7,^1^2]nonadeca-5,7,9,11-tetraene-3-carboxamide
• IUPAC Traditional name: (1S,2R,3R,13R,14R,16S)-15-oxo-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^7,^1^2]nonadeca-5,7,9,11-tetraene-3-carboxamide

Database IDs

• PubChem SID: 164248420
• PubChem CID: 16397859

CALCULATED PROPERTIES

• Acid pKa: 13.003868
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.80167866
• LogD (pH = 7.4): 0.53022593
• Log P: 0.66298455
• Molar Refractivity: 80.6481 cm^3
• Polarizability: 31.34629 Å^3
• Polar Surface Area: 81.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: 2 Isomers 2:1
• Classification: Rare Derivatives of Natural Compounds