methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate

C15H15NO4 — CID 139193593

IUPACmethyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate
SMILESCOC(=O)[C@]12C=C[C@@H](O)[C@H]1C(=O)N2Cc1ccccc1
InChIInChI=1S/C15H15NO4/c1-20-14(19)15-8-7-11(17)12(15)13(18)16(15)9-10-5-3-2-4-6-10/h2-8,11-12,17H,9H2,1H3/t11-,12+,15+/m1/s1
InChIKeyXIRGOAWNSDRSPD-XUJVJEKNSA-N
MW273.29 g/mol
LogP0.49
Rot. Bonds3

About methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate

methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate (PubChem CID 139193593) has the molecular formula C15H15NO4 and a molecular weight of 273.29 g/mol. Its IUPAC name is methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate.

Molecular Properties

Compound Namemethyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate
PubChem CID139193593
Molecular FormulaC15H15NO4
Molecular Weight273.29 g/mol
Exact Mass273.10
IUPAC Namemethyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate
SMILESCOC(=O)[C@]12C=C[C@@H](O)[C@H]1C(=O)N2Cc1ccccc1
InChIInChI=1S/C15H15NO4/c1-20-14(19)15-8-7-11(17)12(15)13(18)16(15)9-10-5-3-2-4-6-10/h2-8,11-12,17H,9H2,1H3/t11-,12+,15+/m1/s1
InChIKeyXIRGOAWNSDRSPD-XUJVJEKNSA-N
XLogP0.49
TPSA66.84 Ų
H-Bond Donors1
H-Bond Acceptors4
Rotatable Bonds3
Heavy Atoms20
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500273.29
LogP ≤ 50.49
H-Bond Donors ≤ 51
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

Analyze methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate with MolForge

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Related Compounds

ditert-butyl (3S)-3-[(1R)-1-hydroxyethyl]-4-oxo-1-[(1R)-1-phenylethyl]azetidine-2,2-dicarboxylate
CID 11546241
(2S,3S)-1-benzhydryl-3-[(1R)-1-hydroxyethyl]-4-oxoazetidine-2-carboxylic acid
CID 134835197
methyl (2S,3S)-3-(1-acetyloxyethyl)-1-benzyl-4-oxoazetidine-2-carboxylate
CID 134943582
(1S*,2S*,3S*,4S*,5S*)-6-butyl-5-(hydroxymethyl)-6-azabicyclo[3.2.0]heptane-2,3,4-triol
CID 139193592
Diethyl 3-acetyl-1-benzyl-4-oxoazetidine-2,2-dicarboxylate
CID 13422985
(2S,3R)-1-benzyl-3-(2-methyl-1,3-dioxolan-2-yl)-4-oxoazetidine-2-carboxylic acid
CID 18600863
1-Benzyl-3-(2-methyl-1,3-dioxolan-2-yl)-4-oxoazetidine-2-carboxylic acid
CID 20255278
3-Acetyl-1-benzyl-4-oxoazetidine-2,2-dicarboxylic acid
CID 20255283
(2R,3R)-1-benzyl-3-methoxy-2-methyl-4-oxoazetidine-2-carboxylic acid
CID 69173126
(2S,3S)-1-benzyl-3-methoxy-2-methyl-4-oxoazetidine-2-carboxylic acid
CID 69174085
(2R,3S)-1-benzyl-3-(2-methyl-1,3-dioxolan-2-yl)-4-oxoazetidine-2-carboxylic acid
CID 70479659
(2S,3S)-1-benzyl-3-[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-oxoazetidine-2-carboxylic acid
CID 155677975

Frequently Asked Questions

What is the IUPAC name of methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate?
The IUPAC name of methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate (CID 139193593) is methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate.
What is the SMILES notation for methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate?
The canonical SMILES for methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate is COC(=O)[C@]12C=C[C@@H](O)[C@H]1C(=O)N2Cc1ccccc1.
What is the InChIKey of methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate?
The InChIKey is XIRGOAWNSDRSPD-XUJVJEKNSA-N. The full InChI is InChI=1S/C15H15NO4/c1-20-14(19)15-8-7-11(17)12(15)13(18)16(15)9-10-5-3-2-4-6-10/h2-8,11-12,17H,9H2,1H3/t11-,12+,15+/m1/s1.
What are the key properties of methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate?
methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate has a molecular weight of 273.29 g/mol, XLogP of 0.49, 3 rotatable bonds, 1 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for methyl (1S,2R,5S)-6-benzyl-2-hydroxy-7-oxo-6-azabicyclo[3.2.0]hept-3-ene-5-carboxylate is sourced from PubChem (CID 139193593), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).