(1S,13R,15R)-12-oxo-3,18-dioxa-11-azapentacyclo[13.2.1.01,13.02,11.05,10]octadeca-5(10),6,8,16-tetraene-14-carboxylic acid

• ChemBase ID: 208553
• Molecular Formular: C16H13NO5
• Molecular Mass: 299.27812
• Monoisotopic Mass: 299.07937252
• SMILES: N12C(=O)[C@H]3[C@@]4(C1OCc1c2cccc1)O[C@H](C3C(=O)O)C=C4
• Canonical SMILES: OC(=O)C1[C@@H]2C=C[C@@]3([C@@H]1C(=O)N1C3OCc3c1cccc3)O2
• InChI: InChI=1S/C16H13NO5/c18-13-12-11(14(19)20)10-5-6-16(12,22-10)15-17(13)9-4-2-1-3-8(9)7-21-15/h1-6,10-12,15H,7H2,(H,19,20)/t10-,11?,12+,15?,16+/m1/s1
• InChIKey: JAKDDXGVWGWOEV-XGLFVICMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,13R,15R)-12-oxo-3,18-dioxa-11-azapentacyclo[13.2.1.0^1,^1^3.0^2,^1^1.0^5,^1^0]octadeca-5(10),6,8,16-tetraene-14-carboxylic acid
• IUPAC Traditional name: (1S,13R,15R)-12-oxo-3,18-dioxa-11-azapentacyclo[13.2.1.0^1,^1^3.0^2,^1^1.0^5,^1^0]octadeca-5(10),6,8,16-tetraene-14-carboxylic acid

Database IDs

• PubChem SID: 164264463
• PubChem CID: 16402315

CALCULATED PROPERTIES

• Acid pKa: 3.7958593
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.86257756
• LogD (pH = 7.4): -2.4206624
• Log P: 0.8436173
• Molar Refractivity: 74.0648 cm^3
• Polarizability: 28.768 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds