N-[4-(morpholin-4-yl)butyl]-1-benzofuran-2-carboxamide

• ChemBase ID: 154560
• Molecular Formular: C17H22N2O3
• Molecular Mass: 302.36818
• Monoisotopic Mass: 302.16304257
• SMILES: c1ccc2c(c1)cc(o2)C(=O)NCCCCN1CCOCC1
• Canonical SMILES: O=C(c1cc2c(o1)cccc2)NCCCCN1CCOCC1
• InChI: InChI=1S/C17H22N2O3/c20-17(16-13-14-5-1-2-6-15(14)22-16)18-7-3-4-8-19-9-11-21-12-10-19/h1-2,5-6,13H,3-4,7-12H2,(H,18,20)
• InChIKey: KUJQEQAVMNFFAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-(morpholin-4-yl)butyl]-1-benzofuran-2-carboxamide
• IUPAC Traditional name: N-[4-(morpholin-4-yl)butyl]-1-benzofuran-2-carboxamide
• Synonyms: N-[4-(4-Morpholinyl)butyl]-2-benzofurancarboxamide; CL-82198

Database IDs

• CAS Number: 307002-71-7
• MDL Number: MFCD12828877
• PubChem SID: 162248698
• PubChem CID: 2777

CALCULATED PROPERTIES

• Acid pKa: 14.496616
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4556125
• LogD (pH = 7.4): 1.1681497
• Log P: 1.5041531
• Molar Refractivity: 85.3553 cm^3
• Polarizability: 33.76754 Å^3
• Polar Surface Area: 54.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H22N2O3

DETAILS

Sigma Aldrich - C9498

Biochem/physiol Actions
CL-82198 is a selective inhibitor of MMP-13 that displays no activity at MMP-1, MMP-9 or TACE. It is also a selective S1′ pocket binder, binding within the entire S1′ pocket of MMP-13, docking with the morpholine ring adjacent to the catalytic zinc atom without zinc chelation.