Pactamycin
AlkaPlorer ID: AK000321
Synonym: None
IUPAC Name: [(1S,2R,3R,4S,5S)-5-(3-acetylanilino)-4-amino-3-(dimethylcarbamoylamino)-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl 2-hydroxy-6-methylbenzoate
Structure
SMILES: CC(=O)C1=CC(N[C@H]2[C@H](N)[C@@](N=C(O)N(C)C)([C@H](C)O)[C@@](C)(O)[C@@]2(O)COC(=O)C2=C(C)C=CC=C2O)=CC=C1
InChI: InChI=1S/C28H38N4O8/c1-15-9-7-12-20(35)21(15)24(36)40-14-27(39)23(30-19-11-8-10-18(13-19)16(2)33)22(29)28(17(3)34,26(27,4)38)31-25(37)32(5)6/h7-13,17,22-23,30,34-35,38-39H,14,29H2,1-6H3,(H,31,37)/t17-,22-,23-,26-,27+,28-/m0/s1
InChIKey: WVIUOSJLUCTGFK-JUJPXXQGSA-N
Reference
PubChem CID: 5289124
CAS: 23668-11-3
LOTUS: LTS0238501
SuperNatural Ⅲ: SN0421013-01
{NPAtlas: NPA020338
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces pactum | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 558.6320000000003
TPSA？: 198.17
MolLogP？: 0.9589200000000015
Number of H-Donors: 7
Number of H-Acceptors: 10
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | MIC | 16.0 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| Bacillus subtilis | Bacillus subtilis | MIC | 0.8 | ug.mL-1 | 10.1021/np50007a001 |
| Bos taurus | Monoamine oxidase A | Activity | nan | None | 10.1021/jm800656v |
| Enterococcus faecalis | Enterococcus faecalis | MIC | 128.0 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| Escherichia coli | Escherichia coli | MIC | 16.0 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| Homo sapiens | HCT-116 | IC50 | 70.0 | nM | 10.1016/j.bmc.2013.01.037 |
| Homo sapiens | KB | MIC | 0.003 | ug.mL-1 | 10.1021/np50007a001 |
| Homo sapiens | PC-3 | IC50 | 240.0 | nM | 10.1016/j.bmc.2013.01.037 |
| Homo sapiens | WI-38 | IC50 | 1000.0 | nM | 10.1016/j.bmc.2013.01.037 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 32.0 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| Mus musculus | Mus musculus | LD50 | 10.7 | mg.kg-1 | 10.1021/np50007a001 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 2.5 | nM | 10.1016/j.bmc.2013.01.037 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 128.0 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| Rous sarcoma virus | Rous sarcoma virus | Inhibition | 30.0 | % | 10.1021/np50007a001 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 0.12 | ug.mL-1 | 10.1016/j.bmc.2013.01.037 |
| None | NON-PROTEIN TARGET | IC50 | 500.0 | nM | 10.1016/j.bmc.2013.01.037 |