2-(morpholin-4-yl)-4H-benzo[h]chromen-4-one

• ChemBase ID: 155013
• Molecular Formular: C17H15NO3
• Molecular Mass: 281.3059
• Monoisotopic Mass: 281.10519335
• SMILES: c1ccc2c(c1)ccc1c2oc(cc1=O)N1CCOCC1
• Canonical SMILES: O=c1cc(oc2c1ccc1c2cccc1)N1CCOCC1
• InChI: InChI=1S/C17H15NO3/c19-15-11-16(18-7-9-20-10-8-18)21-17-13-4-2-1-3-12(13)5-6-14(15)17/h1-6,11H,7-10H2
• InChIKey: KKTZALUTXUZPSN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(morpholin-4-yl)-4H-benzo[h]chromen-4-one
• IUPAC Traditional name: 2-(morpholin-4-yl)benzo[h]chromen-4-one
• Synonyms: 2-(Morpholin-4-yl)-benzo[h]chromen-4-one; NU7026; NU7026

Database IDs

• CAS Number: 154447-35-5
• MDL Number: MFCD06798345
• PubChem SID: 162249151
• PubChem CID: 9860529

CALCULATED PROPERTIES

• Acid pKa: 15.918578
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.754886
• LogD (pH = 7.4): 2.754886
• Log P: 2.754886
• Molar Refractivity: 89.8181 cm^3
• Polarizability: 31.58543 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble3 mg/mL at 60 °C; H2O: insoluble
• Apperance: tan solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: DNA-PK

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C17H15NO3

DETAILS

Sigma Aldrich - N1537

Application
Potent, ATP-competitive. IC50 = 0.23 μM. Selectivity over other PI3K-related kinases (IC50 = 13 μM for PI3K and >100 μM for ATM and ATR).
Biochem/physiol Actions
Cell permeable, small molecule benzochromenone inhibitor of DNA-PK (DNA dependent protein kinase).