ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate

C16H15NO4 — CID 134945949

IUPACethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate
SMILESCCOC(=O)[C@@H]1CC[C@@H]2C(=O)O[C@@]21c1ccc(C#N)cc1
InChIInChI=1S/C16H15NO4/c1-2-20-14(18)12-7-8-13-15(19)21-16(12,13)11-5-3-10(9-17)4-6-11/h3-6,12-13H,2,7-8H2,1H3/t12-,13+,16+/m0/s1
InChIKeyRJXJXIPCMZRZLF-WOSRLPQWSA-N
MW285.30 g/mol
LogP1.90
Rot. Bonds3

About ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate

ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate (PubChem CID 134945949) has the molecular formula C16H15NO4 and a molecular weight of 285.30 g/mol. Its IUPAC name is ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate.

Molecular Properties

Compound Nameethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate
PubChem CID134945949
Molecular FormulaC16H15NO4
Molecular Weight285.30 g/mol
Exact Mass285.10
IUPAC Nameethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate
SMILESCCOC(=O)[C@@H]1CC[C@@H]2C(=O)O[C@@]21c1ccc(C#N)cc1
InChIInChI=1S/C16H15NO4/c1-2-20-14(18)12-7-8-13-15(19)21-16(12,13)11-5-3-10(9-17)4-6-11/h3-6,12-13H,2,7-8H2,1H3/t12-,13+,16+/m0/s1
InChIKeyRJXJXIPCMZRZLF-WOSRLPQWSA-N
XLogP1.90
TPSA76.39 Ų
H-Bond Donors
H-Bond Acceptors5
Rotatable Bonds3
Heavy Atoms21
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500285.30
LogP ≤ 51.90
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

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

Analyze ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate with MolForge

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Related Compounds

ethyl (1S,4R,5S)-5-(2-fluorophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate
CID 134945948
ethyl (1S,4R,5S)-7-oxo-5-phenyl-6-oxabicyclo[3.2.0]heptane-4-carboxylate
CID 122214240
4-[(2R,3S)-3-ethyl-4-oxooxetan-2-yl]benzonitrile
CID 134919079
4-[(2R,3S)-3-methyl-4-oxooxetan-2-yl]benzonitrile
CID 134919374
4-[(2R,3R)-3-ethyl-4-oxooxetan-2-yl]benzonitrile
CID 134988916
4-[(2R,3R)-3-methyl-4-oxooxetan-2-yl]benzonitrile
CID 134988963
Ethyl 2-(1-butyl-7-oxo-5-phenyl-6-oxabicyclo[3.2.0]heptan-2-yl)acetate
CID 164668940
benzyl (1S,4R,5S)-5-cyclopropyl-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate
CID 166439149
ethyl (1R,4R,5R)-7-oxo-5-[4-(trifluoromethyl)phenyl]-6-oxabicyclo[3.2.0]heptane-4-carboxylate
CID 177530022
ethyl (3R,4R)-4-cyano-3-(2-ethoxy-2-oxoethyl)-3,5-dihydro-1H-2-benzoxepine-4-carboxylate
CID 71732997
ethyl (1R,4R,5R)-4-methyl-7-oxo-5-phenyl-6-oxabicyclo[3.2.0]heptane-4-carboxylate
CID 102343432
4-[(2S,3R)-3-methyl-4-oxooxetan-2-yl]benzonitrile
CID 121223117

Frequently Asked Questions

What is the IUPAC name of ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate?
The IUPAC name of ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate (CID 134945949) is ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate.
What is the SMILES notation for ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate?
The canonical SMILES for ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate is CCOC(=O)[C@@H]1CC[C@@H]2C(=O)O[C@@]21c1ccc(C#N)cc1.
What is the InChIKey of ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate?
The InChIKey is RJXJXIPCMZRZLF-WOSRLPQWSA-N. The full InChI is InChI=1S/C16H15NO4/c1-2-20-14(18)12-7-8-13-15(19)21-16(12,13)11-5-3-10(9-17)4-6-11/h3-6,12-13H,2,7-8H2,1H3/t12-,13+,16+/m0/s1.
What are the key properties of ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate?
ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate has a molecular weight of 285.30 g/mol, XLogP of 1.90, 3 rotatable bonds, 0 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for ethyl (1S,4R,5S)-5-(4-cyanophenyl)-7-oxo-6-oxabicyclo[3.2.0]heptane-4-carboxylate is sourced from PubChem (CID 134945949), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).