2-{5,14-dihydroxy-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}benzoic acid

• ChemBase ID: 10875
• Molecular Formular: C20H13NO5
• Molecular Mass: 347.32092
• Monoisotopic Mass: 347.07937252
• SMILES: C1(=Nc2c(Oc3c1ccc(c3)O)cc(cc2)O)c1c(C(=O)O)cccc1
• Canonical SMILES: Oc1ccc2c(c1)Oc1cc(O)ccc1N=C2c1ccccc1C(=O)O
• InChI: InChI=1S/C20H13NO5/c22-11-5-7-15-17(9-11)26-18-10-12(23)6-8-16(18)21-19(15)13-3-1-2-4-14(13)20(24)25/h1-10,22-23H,(H,24,25)
• InChIKey: FOPDVSATCFBKCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{5,14-dihydroxy-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}benzoic acid
• IUPAC Traditional name: 2-{5,14-dihydroxy-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-10-yl}benzoic acid
• Synonyms: 2-(3,7-Dihydroxy-dibenzo[b,f][1,4]oxazepin-11-yl)-benzoic acid

Database IDs

• MDL Number: MFCD01366855
• PubChem SID: 160974182
• PubChem CID: 5405444

CALCULATED PROPERTIES

• Acid pKa: 3.3848813
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.0686178
• LogD (pH = 7.4): 0.70882
• Log P: 4.171851
• Molar Refractivity: 96.7799 cm^3
• Polarizability: 35.592297 Å^3
• Polar Surface Area: 99.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false