7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide

• ChemBase ID: 2513
• Molecular Formular: C20H21N3O5
• Molecular Mass: 383.39784
• Monoisotopic Mass: 383.14812079
• SMILES: C1CC(=O)N(C1=O)/C=C\NC(=O)c1c(=O)oc2c(c1)ccc(N(CC)CC)c2
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2)C(=O)N/C=C\N1C(=O)CCC1=O)CC
• InChI: InChI=1S/C20H21N3O5/c1-3-22(4-2)14-6-5-13-11-15(20(27)28-16(13)12-14)19(26)21-9-10-23-17(24)7-8-18(23)25/h5-6,9-12H,3-4,7-8H2,1-2H3,(H,21,26)/b10-9-
• InChIKey: OJBZDUMTXGGVSP-KTKRTIGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxo-2H-chromene-3-carboxamide
• IUPAC Traditional name: 7-(diethylamino)-N-[(Z)-2-(2,5-dioxopyrrolidin-1-yl)ethenyl]-2-oxochromene-3-carboxamide
• Synonyms: N-[2-(1-Maleimidyl)Ethyl]-7-Diethylaminocoumarin-3-Carboxamide

Database IDs

• PubChem SID: 160965963; 46507612
• PubChem CID: 5288792

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.664339
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.7225592
• LogD (pH = 7.4): 0.7414933
• Log P: 0.7417403
• Molar Refractivity: 102.8543 cm^3
• Polarizability: 38.669968 Å^3
• Polar Surface Area: 96.02 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.99
• LOG S: -3.59
• Solubility (Water): 9.84e-02 g/l

DETAILS

DrugBank - DB02799

Drug information: experimental