cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate

C25H24BrNO5 — CID 54411095

About cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate

cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate (PubChem CID 54411095) has the molecular formula C25H24BrNO5 and a molecular weight of 498.37 g/mol. Its IUPAC name is cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate.

Molecular Properties

• Compound Name: cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate
• PubChem CID: 54411095
• Molecular Formula: C25H24BrNO5
• Molecular Weight: 498.37 g/mol
• Exact Mass: 497.08
• IUPAC Name: cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate
• SMILES: CCOC(=O)C(Br)=C[C@@H]1[C@@H](C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2)C1(C)C
• InChI: InChI=1S/C25H24BrNO5/c1-4-30-23(28)20(26)14-19-22(25(19,2)3)24(29)32-21(15-27)16-9-8-12-18(13-16)31-17-10-6-5-7-11-17/h5-14,19,21-22H,4H2,1-3H3/t19-,21-,22+/m1/s1
• InChIKey: VUEROQSZRGJDPD-FCEUIQTBSA-N
• XLogP: 5.70
• TPSA: 85.62 Ų
• H-Bond Acceptors: 6
• Rotatable Bonds: 8
• Heavy Atoms: 32
• Complexity: —

Lipinski Rule of Five

1 violation

Rule	Value
MW ≤ 500	498.37
LogP ≤ 5	5.70
H-Bond Donors ≤ 5	0
H-Bond Acceptors ≤ 10	6

Computed Properties (RDKit)

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

Frequently Asked Questions

What is the IUPAC name of cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate?

The IUPAC name of cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate (CID 54411095) is cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate.

What is the SMILES notation for cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate?

The canonical SMILES for cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate is CCOC(=O)C(Br)=C[C@@H]1[C@@H](C(=O)O[C@H](C#N)c2cccc(Oc3ccccc3)c2)C1(C)C.

What is the InChIKey of cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate?

The InChIKey is VUEROQSZRGJDPD-FCEUIQTBSA-N. The full InChI is InChI=1S/C25H24BrNO5/c1-4-30-23(28)20(26)14-19-22(25(19,2)3)24(29)32-21(15-27)16-9-8-12-18(13-16)31-17-10-6-5-7-11-17/h5-14,19,21-22H,4H2,1-3H3/t19-,21-,22+/m1/s1.

What are the key properties of cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate?

cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate has a molecular weight of 498.37 g/mol, XLogP of 5.70, 8 rotatable bonds, 0 hydrogen bond donors, and 6 hydrogen bond acceptors.

Where does this data come from?

All data for cis-[(S)-cyano-(3-phenoxyphenyl)methyl] (1R,3S)-3-(2-bromo-3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethylcyclopropane-1-carboxylate is sourced from PubChem (CID 54411095), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).