1-cyclopropyl-7-[4-(4-{4-[(3-ethyl-4-methylphenyl)amino]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}butyl)-3-methylpiperazin-1-yl]-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
AlkaPlorer ID: AK007416
Synonym: None
IUPAC Name: 1-cyclopropyl-7-[4-[4-[6-(3-ethyl-4-methylanilino)-2,4-dioxo-1H-pyrimidin-3-yl]butyl]-3-methylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
Structure
SMILES: CCC1=C(C=CC(=C1)NC2=CC(=O)N(C(=O)N2)CCCCN3CCN(CC3C)C4=C(C=C5C(=C4F)N(C=C(C5=O)C(=O)O)C6CC6)F)C
InChI: InChI=1S/C35H40F2N6O5/c1-4-22-15-23(8-7-20(22)2)38-28-17-29(44)42(35(48)39-28)12-6-5-11-40-13-14-41(18-21(40)3)32-27(36)16-25-31(30(32)37)43(24-9-10-24)19-26(33(25)45)34(46)47/h7-8,15-17,19,21,24,38H,4-6,9-14,18H2,1-3H3,(H,39,48)(H,46,47)
InChIKey: BSSRCWTVYSAQCP-UHFFFAOYSA-N
Reference
A New Class of Alkaloids from a Dendrobatid Poison Frog: A Structure for Alkaloid 251F
PubChem CID: 9809878
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Melanophryniscus | Bufonidae | Anura | Amphibia | Chordata | Metazoa | Eukaryota |
| Andinobates bombetes | Andinobates | Dendrobatidae | Anura | Amphibia | Chordata | Metazoa | Eukaryota |
| None | Melanophryniscus | Bufonidae | Anura | Amphibia | Chordata | Metazoa | Eukaryota |
| Melanophryniscus klappenbachi | Melanophryniscus | Bufonidae | Anura | Amphibia | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 662.7380000000003
TPSA？: 132.66999999999996
MolLogP？: 4.768120000000003
Number of H-Donors: 3
Number of H-Acceptors: 9
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus anthracis | Bacillus anthracis | MIC | 0.156 | ug.mL-1 | 10.1128/aac.01311-05 |
| Bacillus cereus | Bacillus cereus | MIC | 0.156 | ug.mL-1 | 10.1128/aac.01311-05 |
| Bacillus subtilis | Bacillus subtilis | Activity | nan | None | 10.1128/aac.01311-05 |
| Bacillus subtilis | Bacillus subtilis | MIC | 0.156 | ug.mL-1 | 10.1021/jm0510023 |
| Bacillus subtilis | Bacillus subtilis | MIC | 0.156 | ug.mL-1 | 10.1128/aac.01311-05 |
| Bacillus subtilis (strain 168) | DNA polymerase III | Ki | 19.0 | nM | 10.1021/jm0510023 |
| Bacillus subtilis (strain 168) | DNA polymerase III | Ki | 19.0 | nM | 10.1128/aac.01311-05 |
| Bacillus thuringiensis | Bacillus thuringiensis | MIC | 0.156 | ug.mL-1 | 10.1128/aac.01311-05 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 1.25 | ug.mL-1 | 10.1021/jm0510023 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 1.25 | ug.mL-1 | 10.1128/aac.01311-05 |
| Enterococcus faecium | Enterococcus faecium | MIC | 0.625 | ug.mL-1 | 10.1021/jm0510023 |
| Enterococcus faecium | Enterococcus faecium | MIC | 1.25 | ug.mL-1 | 10.1021/jm0510023 |
| Enterococcus faecium | Enterococcus faecium | MIC | 1.25 | ug.mL-1 | 10.1128/aac.01311-05 |
| Enterococcus faecium | Enterococcus faecium | MIC | 2.5 | ug.mL-1 | 10.1128/aac.01311-05 |
| Escherichia coli | Escherichia coli | MIC | 1.25 | ug.mL-1 | 10.1128/aac.01311-05 |
| Escherichia coli | Escherichia coli | MIC | 2.5 | ug.mL-1 | 10.1128/aac.01311-05 |
| Escherichia coli | Escherichia coli | MIC | 5.0 | ug.mL-1 | 10.1021/jm0510023 |
| Escherichia coli K-12 | DNA polymerase III subunit epsilon | Ki | 482000.0 | nM | 10.1128/aac.01311-05 |
| Homo sapiens | DNA polymerase gamma subunit 1 | Ki | 684000.0 | nM | 10.1128/aac.01311-05 |
| Homo sapiens | MRC5 | CC50 | 80.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 20.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Mus musculus | Mus musculus | Activity | 0.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 5.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 10.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 13.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 40.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 45.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 55.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | Activity | 80.0 | % | 10.1021/jm0510023 |
| Mus musculus | Mus musculus | ED50 | 15.0 | mg.kg-1 | 10.1021/jm0510023 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 80.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.156 | ug.mL-1 | 10.1021/jm0510023 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.313 | ug.mL-1 | 10.1021/jm0510023 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.313 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.625 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 1.25 | ug.mL-1 | 10.1021/jm0510023 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 1.25 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 2.5 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 5.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 20.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Stenotrophomonas maltophilia | Stenotrophomonas maltophilia | MIC | 10.0 | ug.mL-1 | 10.1128/aac.01311-05 |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 0.313 | ug.mL-1 | 10.1128/aac.01311-05 |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 0.625 | ug.mL-1 | 10.1128/aac.01311-05 |
| Streptococcus pyogenes | Streptococcus pyogenes | MIC | 0.313 | ug.mL-1 | 10.1128/aac.01311-05 |
| None | ADMET | Ratio | 128.0 | None | 10.1128/aac.01311-05 |
| None | Unchecked | IC50 | 21.7 | ug.mL-1 | 10.1021/jm0510023 |
| None | Unchecked | IC50 | 28.9 | ug.mL-1 | 10.1021/jm0510023 |
| None | Unchecked | IC50 | 31000.0 | nM | 10.1128/aac.01311-05 |
| None | Unchecked | IC50 | 43600.0 | nM | 10.1128/aac.01311-05 |
| None | Unchecked | Ki | 482000.0 | nM | 10.1128/aac.01311-05 |
| None | Unchecked | Selectivity index | 25000.0 | None | 10.1128/aac.01311-05 |
| None | Unchecked | Selectivity index | 36000.0 | None | 10.1128/aac.01311-05 |