7-benzyl-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

• ChemBase ID: 125793
• Molecular Formular: C18H16N2O3
• Molecular Mass: 308.33124
• Monoisotopic Mass: 308.11609238
• SMILES: CCn1cc(c(=O)c2c1nc(cc2)Cc1ccccc1)C(=O)O
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1nc(cc2)Cc1ccccc1
• InChI: InChI=1S/C18H16N2O3/c1-2-20-11-15(18(22)23)16(21)14-9-8-13(19-17(14)20)10-12-6-4-3-5-7-12/h3-9,11H,2,10H2,1H3,(H,22,23)
• InChIKey: WHHHJDGNBVQNAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-benzyl-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• IUPAC Traditional name: amfonelic acid
• Synonyms: Amfonelic acid; 7-Benzyl-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid; Amfonelic acid

Database IDs

• CAS Number: 15180-02-6
• MDL Number: MFCD00055095
• PubChem SID: 162220140
• PubChem CID: 2137
• CHEMBL: 35337
• Chemspider ID: 2052
• KEGG ID: D02897
• Unique Ingredient Identifier: RR302AR19Y
• Wikipedia Title: Amfonelic_acid

CALCULATED PROPERTIES

• Acid pKa: 5.8537226
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.9035177
• LogD (pH = 7.4): 1.5141704
• Log P: 3.0724084
• Molar Refractivity: 87.5464 cm^3
• Polarizability: 32.56948 Å^3
• Polar Surface Area: 70.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble; ethanol: soluble; H2O: slightly soluble
• Apperance: yellow

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Legal Status: Uncontrolled
• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

DETAILS

Sigma Aldrich - D044

Biochem/physiol Actions
Blocks dopamine uptake