ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate

C24H22N2O4 — CID 122707016

IUPACethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate
SMILESCCOC(=O)[C@@H]1[C@@H]2C[C@@H](/C(=C\c3ccccc3)C2=O)[C@@]12C(=O)N(C)c1ncccc12
InChIInChI=1S/C24H22N2O4/c1-3-30-22(28)19-16-13-18(15(20(16)27)12-14-8-5-4-6-9-14)24(19)17-10-7-11-25-21(17)26(2)23(24)29/h4-12,16,18-19H,3,13H2,1-2H3/b15-12+/t16-,18-,19-,24+/m0/s1
InChIKeyUUGLVRROTPQPBD-WELZDIEPSA-N
MW402.45 g/mol
LogP2.78
Rot. Bonds3

About ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate

ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate (PubChem CID 122707016) has the molecular formula C24H22N2O4 and a molecular weight of 402.45 g/mol. Its IUPAC name is ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate.

Molecular Properties

Compound Nameethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate
PubChem CID122707016
Molecular FormulaC24H22N2O4
Molecular Weight402.45 g/mol
Exact Mass402.16
IUPAC Nameethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate
SMILESCCOC(=O)[C@@H]1[C@@H]2C[C@@H](/C(=C\c3ccccc3)C2=O)[C@@]12C(=O)N(C)c1ncccc12
InChIInChI=1S/C24H22N2O4/c1-3-30-22(28)19-16-13-18(15(20(16)27)12-14-8-5-4-6-9-14)24(19)17-10-7-11-25-21(17)26(2)23(24)29/h4-12,16,18-19H,3,13H2,1-2H3/b15-12+/t16-,18-,19-,24+/m0/s1
InChIKeyUUGLVRROTPQPBD-WELZDIEPSA-N
XLogP2.78
TPSA76.57 Ų
H-Bond Donors
H-Bond Acceptors5
Rotatable Bonds3
Heavy Atoms30
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500402.45
LogP ≤ 52.78
H-Bond Donors ≤ 50
H-Bond Acceptors ≤ 105

Computed Properties (RDKit)

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

Analyze ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate with MolForge

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Frequently Asked Questions

What is the IUPAC name of ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate?
The IUPAC name of ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate (CID 122707016) is ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate.
What is the SMILES notation for ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate?
The canonical SMILES for ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate is CCOC(=O)[C@@H]1[C@@H]2C[C@@H](/C(=C\c3ccccc3)C2=O)[C@@]12C(=O)N(C)c1ncccc12.
What is the InChIKey of ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate?
The InChIKey is UUGLVRROTPQPBD-WELZDIEPSA-N. The full InChI is InChI=1S/C24H22N2O4/c1-3-30-22(28)19-16-13-18(15(20(16)27)12-14-8-5-4-6-9-14)24(19)17-10-7-11-25-21(17)26(2)23(24)29/h4-12,16,18-19H,3,13H2,1-2H3/b15-12+/t16-,18-,19-,24+/m0/s1.
What are the key properties of ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate?
ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate has a molecular weight of 402.45 g/mol, XLogP of 2.78, 3 rotatable bonds, 0 hydrogen bond donors, and 5 hydrogen bond acceptors.
Where does this data come from?
All data for ethyl (1S,2R,3R,4S,5E)-5-benzylidene-1'-methyl-2',6-dioxospiro[bicyclo[2.2.1]heptane-3,3'-pyrrolo[2,3-b]pyridine]-2-carboxylate is sourced from PubChem (CID 122707016), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).