(9S,12S)-7,10-dioxo-9-(propan-2-yl)-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid

• ChemBase ID: 5320
• Molecular Formular: C19H26N2O5
• Molecular Mass: 362.42014
• Monoisotopic Mass: 362.18417194
• SMILES: CC(C)[C@H]1C(=O)N[C@H](C(=O)O)Cc2ccc(cc2)OCCCCC(=O)N1
• Canonical SMILES: O=C1CCCCOc2ccc(C[C@H](NC(=O)[C@@H](N1)C(C)C)C(=O)O)cc2
• InChI: InChI=1S/C19H26N2O5/c1-12(2)17-18(23)20-15(19(24)25)11-13-6-8-14(9-7-13)26-10-4-3-5-16(22)21-17/h6-9,12,15,17H,3-5,10-11H2,1-2H3,(H,20,23)(H,21,22)(H,24,25)/t15-,17-/m0/s1
• InChIKey: RRAAROKJUVKWAF-RDJZCZTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9S,12S)-7,10-dioxo-9-(propan-2-yl)-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid
• IUPAC Traditional name: (9S,12S)-9-isopropyl-7,10-dioxo-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid
• Synonyms: (9S,12S)-9-(1-methylethyl)-7,10-dioxo-2-oxa-8,11-diazabicyclo[12.2.2]octadeca-1(16),14,17-triene-12-carboxylic acid

Database IDs

• PubChem SID: 160968749; 99444150
• PubChem CID: 10713671

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7864685
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.04602763
• LogD (pH = 7.4): -1.5072632
• Log P: 1.7613382
• Molar Refractivity: 94.8126 cm^3
• Polarizability: 37.194717 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.64
• LOG S: -3.2
• Solubility (Water): 2.30e-01 g/l

DETAILS

DrugBank - DB07679

Drug information: experimental