2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide

C20H16N2O4S — CID 1383553

IUPAC2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide
SMILESO=C(CN1C(=O)S/C(=C\C=C\c2ccccc2)C1=O)Nc1cccc(O)c1
InChIInChI=1S/C20H16N2O4S/c23-16-10-5-9-15(12-16)21-18(24)13-22-19(25)17(27-20(22)26)11-4-8-14-6-2-1-3-7-14/h1-12,23H,13H2,(H,21,24)/b8-4+,17-11-
InChIKeyWVMGZVIVOSKBEC-BJXWFGTRSA-N
MW380.43 g/mol
LogP3.62
Rot. Bonds5

About 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide

2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide (PubChem CID 1383553) has the molecular formula C20H16N2O4S and a molecular weight of 380.43 g/mol. Its IUPAC name is 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide.

Molecular Properties

Compound Name2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide
PubChem CID1383553
Molecular FormulaC20H16N2O4S
Molecular Weight380.43 g/mol
Exact Mass380.08
IUPAC Name2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide
SMILESO=C(CN1C(=O)S/C(=C\C=C\c2ccccc2)C1=O)Nc1cccc(O)c1
InChIInChI=1S/C20H16N2O4S/c23-16-10-5-9-15(12-16)21-18(24)13-22-19(25)17(27-20(22)26)11-4-8-14-6-2-1-3-7-14/h1-12,23H,13H2,(H,21,24)/b8-4+,17-11-
InChIKeyWVMGZVIVOSKBEC-BJXWFGTRSA-N
XLogP3.62
TPSA86.71 Ų
H-Bond Donors2
H-Bond Acceptors5
Rotatable Bonds5
Heavy Atoms27
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500380.43
LogP ≤ 53.62
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'Michael_acceptor_1', 'substructure': 'N/A'}, {'alert_name': 'thioester', 'substructure': 'N/A'}

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Related Compounds

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-(3-hydroxy-phenyl)-acetamide
CID 741524
1-benzyl-3-chloro-4-[(3-hydroxyphenyl)amino]-1H-pyrrole-2,5-dione
CID 713419
3-(5-(2-methoxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-N-(3-hydroxyphenyl)propanamide
CID 1586004
N-(3-Hydroxy-phenyl)-4-[5-(4-methoxy-benzylidene)-4-oxo-2-thioxo-thiazolidin-3-yl]-butyramide
CID 1205885
4-{(5Z)-2,4-dioxo-5-[(2E)-3-phenylprop-2-en-1-ylidene]-1,3-thiazolidin-3-yl}-N-(4-hydroxyphenyl)butanamide
CID 1347715
4-[(5E)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(4-hydroxyphenyl)butanamide
CID 1416928
4-[(5Z)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(4-hydroxyphenyl)butanamide
CID 1416930
3-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(4-hydroxyphenyl)propanamide
CID 1419029
N-(4-hydroxyphenyl)-2-[5-(2-methyl-3-phenyl-2-propen-1-ylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
CID 1566250
N-(3-hydroxyphenyl)-2-[5-(2-methyl-3-phenyl-2-propen-1-ylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
CID 1566253
N-(3-hydroxyphenyl)-4-[4-oxo-5-(phenylmethylene)-2-thioxo(1,3-thiazolidin-3-yl)]butanamide
CID 1973601
N-(3-hydroxyphenyl)-3-[(5Z)-5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanamide
CID 2046326

Frequently Asked Questions

What is the IUPAC name of 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide?
The IUPAC name of 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide (CID 1383553) is 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide.
What is the SMILES notation for 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide?
The canonical SMILES for 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide is O=C(CN1C(=O)S/C(=C\C=C\c2ccccc2)C1=O)Nc1cccc(O)c1.
What is the InChIKey of 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide?
The InChIKey is WVMGZVIVOSKBEC-BJXWFGTRSA-N. The full InChI is InChI=1S/C20H16N2O4S/c23-16-10-5-9-15(12-16)21-18(24)13-22-19(25)17(27-20(22)26)11-4-8-14-6-2-1-3-7-14/h1-12,23H,13H2,(H,21,24)/b8-4+,17-11-.
What are the key properties of 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide?
2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide has a molecular weight of 380.43 g/mol, XLogP of 3.62, 5 rotatable bonds, 2 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for 2-[(5Z)-2,4-dioxo-5-[(E)-3-phenylprop-2-enylidene]-1,3-thiazolidin-3-yl]-N-(3-hydroxyphenyl)acetamide is sourced from PubChem (CID 1383553), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).