2-{4-[5,6-dihydroxy-12-oxo-14-(propan-2-yl)-8-oxa-13,14,16-triazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2,4,6,10,15-hexaen-10-yl]phenoxy}acetic acid

• ChemBase ID: 227910
• Molecular Formular: C23H19N3O7
• Molecular Mass: 449.41286
• Monoisotopic Mass: 449.12229996
• SMILES: c12c(n([nH]c1=O)C(C)C)nc1c(c2c2ccc(OCC(=O)O)cc2)oc2c1ccc(c2O)O
• Canonical SMILES: OC(=O)COc1ccc(cc1)c1c2oc3c(c2nc2c1c(=O)[nH]n2C(C)C)ccc(c3O)O
• InChI: InChI=1S/C23H19N3O7/c1-10(2)26-22-17(23(31)25-26)16(11-3-5-12(6-4-11)32-9-15(28)29)21-18(24-22)13-7-8-14(27)19(30)20(13)33-21/h3-8,10,27,30H,9H2,1-2H3,(H,25,31)(H,28,29)
• InChIKey: RSHOAGZPTUZKOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[5,6-dihydroxy-12-oxo-14-(propan-2-yl)-8-oxa-13,14,16-triazatetracyclo[7.7.0.0^2,^7.0^1^1,^1^5]hexadeca-1(9),2,4,6,10,15-hexaen-10-yl]phenoxy}acetic acid
• IUPAC Traditional name: 4-{5,6-dihydroxy-14-isopropyl-12-oxo-8-oxa-13,14,16-triazatetracyclo[7.7.0.0^2,^7.0^1^1,^1^5]hexadeca-1(9),2,4,6,10,15-hexaen-10-yl}phenoxyacetic acid

Database IDs

• PubChem SID: 164283820
• PubChem CID: 71755029

CALCULATED PROPERTIES

• Acid pKa: 4.166437
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.6661067
• LogD (pH = 7.4): -0.4676087
• Log P: 2.7808805
• Molar Refractivity: 126.3309 cm^3
• Polarizability: 47.1346 Å^3
• Polar Surface Area: 145.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds