methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate

C21H21NO3 — CID 11695711

IUPACmethyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate
SMILESCOC(=O)[C@H]1CC/C(=C\C(=O)c2ccccc2)N1Cc1ccccc1
InChIInChI=1S/C21H21NO3/c1-25-21(24)19-13-12-18(14-20(23)17-10-6-3-7-11-17)22(19)15-16-8-4-2-5-9-16/h2-11,14,19H,12-13,15H2,1H3/b18-14+/t19-/m1/s1
InChIKeyFRHIPTINKBPRKO-YWXUCKCNSA-N
MW335.40 g/mol
LogP3.59
Rot. Bonds5

About methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate

methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate (PubChem CID 11695711) has the molecular formula C21H21NO3 and a molecular weight of 335.40 g/mol. Its IUPAC name is methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate.

Molecular Properties

Compound Namemethyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate
PubChem CID11695711
Molecular FormulaC21H21NO3
Molecular Weight335.40 g/mol
Exact Mass335.15
IUPAC Namemethyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate
SMILESCOC(=O)[C@H]1CC/C(=C\C(=O)c2ccccc2)N1Cc1ccccc1
InChIInChI=1S/C21H21NO3/c1-25-21(24)19-13-12-18(14-20(23)17-10-6-3-7-11-17)22(19)15-16-8-4-2-5-9-16/h2-11,14,19H,12-13,15H2,1H3/b18-14+/t19-/m1/s1
InChIKeyFRHIPTINKBPRKO-YWXUCKCNSA-N
XLogP3.59
TPSA46.61 Ų
H-Bond Donors
H-Bond Acceptors4
Rotatable Bonds5
Heavy Atoms25
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500335.40
LogP ≤ 53.59
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 104

Computed Properties (RDKit)

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

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Related Compounds

tert-butyl (2S,5E)-1-benzyl-5-(2-methoxy-2-oxoethylidene)pyrrolidine-2-carboxylate
CID 11056641
methyl 1-benzyl-6-oxopiperidine-2-carboxylate
CID 23525582
methyl (2S)-1-benzyl-6-(nitromethylidene)piperidine-2-carboxylate
CID 91400636
methyl (2S)-1-benzylazetidine-2-carboxylate
CID 12727480
methyl (2R)-1-benzylazetidine-2-carboxylate
CID 10976617
methyl (2E)-2-[(5R,6S)-5-acetyloxy-6-(acetyloxymethyl)-1-benzylpiperidin-2-ylidene]acetate
CID 10714503
dimethyl (2S,4R)-1-benzylazetidine-2,4-dicarboxylate
CID 14654381
dimethyl (3S,6S)-1,2-dibenzoyldiazinane-3,6-dicarboxylate
CID 10341495
methyl 1-benzylpyrrolidine-2-carboxylate
CID 562947
methyl 1-benzyl-4-methylidene-5-oxopyrrolidine-2-carboxylate
CID 44597556
2-[(2R)-1-benzyl-5-oxopyrrolidin-2-yl]-N-ethyl-2-oxoacetamide
CID 139335049
methyl (2R,5S)-1-benzyl-5-carbamoylpyrrolidine-2-carboxylate
CID 57408622

Frequently Asked Questions

What is the IUPAC name of methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate?
The IUPAC name of methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate (CID 11695711) is methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate.
What is the SMILES notation for methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate?
The canonical SMILES for methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate is COC(=O)[C@H]1CC/C(=C\C(=O)c2ccccc2)N1Cc1ccccc1.
What is the InChIKey of methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate?
The InChIKey is FRHIPTINKBPRKO-YWXUCKCNSA-N. The full InChI is InChI=1S/C21H21NO3/c1-25-21(24)19-13-12-18(14-20(23)17-10-6-3-7-11-17)22(19)15-16-8-4-2-5-9-16/h2-11,14,19H,12-13,15H2,1H3/b18-14+/t19-/m1/s1.
What are the key properties of methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate?
methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate has a molecular weight of 335.40 g/mol, XLogP of 3.59, 5 rotatable bonds, 0 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for methyl (2R,5E)-1-benzyl-5-phenacylidenepyrrolidine-2-carboxylate is sourced from PubChem (CID 11695711), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).