acyldepsipeptide 4
AlkaPlorer ID: AK339596
Synonym: None
IUPAC Name: (E)-N-[(2S)-3-(3,5-difluorophenyl)-1-[[(3S,9S,13S,15R,19S,22S)-15,19-dimethyl-2,8,12,18,21-pentaoxo-11-oxa-1,7,17,20-tetrazatetracyclo[20.4.0.03,7.013,17]hexacosan-9-yl]amino]-1-oxopropan-2-yl]hept-2-enamide
Structure
SMILES: CCCC/C=C/C(O)=N[C@@H](CC1=CC(F)=CC(F)=C1)C(O)=N[C@H]1COC(=O)[C@@H]2C[C@@H](C)CN2C(=O)[C@H](C)N=C(O)[C@@H]2CCCCN2C(=O)[C@@H]2CCCN2C1=O
InChI: InChI=1S/C39H52F2N6O8/c1-4-5-6-7-13-33(48)43-28(19-25-17-26(40)20-27(41)18-25)34(49)44-29-22-55-39(54)32-16-23(2)21-47(32)36(51)24(3)42-35(50)30-11-8-9-14-45(30)38(53)31-12-10-15-46(31)37(29)52/h7,13,17-18,20,23-24,28-32H,4-6,8-12,14-16,19,21-22H2,1-3H3,(H,42,50)(H,43,48)(H,44,49)/b13-7+/t23-,24+,28+,29+,30+,31+,32+/m1/s1
InChIKey: BAEUBYUDIYWBPI-HQKUAFLWSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces hawaiiensis | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 770.8749999999997
TPSA？: 185.00000000000003
MolLogP？: 4.414800000000004
Number of H-Donors: 3
Number of H-Acceptors: 8
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 0.0625 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Bacillus subtilis | Bacillus subtilis | MIC | 100.0 | nM | None |
| Chlorocebus sabaeus | Vero | IC50 | 39700.0 | nM | None |
| Enterococcus faecalis | Enterococcus faecalis | log(activity) | 2.0 | None | 10.1021/acs.jmedchem.9b00370 |
| Enterococcus faecalis | Enterococcus faecalis | log(activity) | 4.0 | None | 10.1021/acs.jmedchem.9b00370 |
| Enterococcus faecalis | Enterococcus faecalis | log(activity) | 5.0 | None | 10.1021/acs.jmedchem.9b00370 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 0.125 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 100.0 | nM | None |
| Escherichia coli | Escherichia coli | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Escherichia coli | Escherichia coli | MIC | nan | None | None |
| Listeria innocua | Listeria innocua | MIC | 0.0625 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Neisseria gonorrhoeae | Neisseria gonorrhoeae | MIC | 0.125 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Neisseria meningitidis | Neisseria meningitidis | MIC | 0.0625 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Neisseria meningitidis | Neisseria meningitidis | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | 24.0 | % | 10.1021/acs.jmedchem.9b00370 |
| Staphylococcus aureus | Staphylococcus aureus | IC50 | 64.9 | nM | 10.1021/acs.jmedchem.9b00370 |
| Staphylococcus aureus | Staphylococcus aureus | log(activity) | 4.0 | None | 10.1021/acs.jmedchem.9b00370 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.0156 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.125 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.5 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 100.0 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 649.0 | nM | 10.1021/acs.jmedchem.9b00370 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 100000.0 | nM | None |
| Staphylococcus aureus | Staphylococcus aureus | Survival | 80.0 | % | 10.1021/acs.jmedchem.9b00370 |
| Staphylococcus aureus (strain NCTC 8325) | ATP-dependent Clp protease proteolytic subunit | EC50 | 320.0 | nM | None |
| Staphylococcus aureus (strain NCTC 8325) | ATP-dependent Clp protease proteolytic subunit | EC50 | 7500.0 | nM | None |
| Staphylococcus aureus (strain NCTC 8325) | ATP-dependent Clp protease proteolytic subunit | IC50 | 5230.0 | nM | None |
| Staphylococcus aureus (strain NCTC 8325) | ATP-dependent Clp protease proteolytic subunit | log(activity) | 4.0 | None | 10.1021/acs.jmedchem.9b00370 |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 0.0625 | ug.mL-1 | 10.1021/acs.jmedchem.5b01451 |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | 100.0 | nM | None |
| Streptococcus pneumoniae | Streptococcus pneumoniae | MIC | nan | None | None |
| Streptococcus pyogenes | Streptococcus pyogenes | MIC | 100.0 | nM | None |
| None | ADMET | T1/2 | 0.13 | hr | None |
| None | Unchecked | EC50 | 530.0 | nM | 10.1021/acs.jmedchem.9b00370 |