Molecule

A-500359 G

AlkaPlorer ID: AK046318

Synonym: None

IUPAC Name: (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-oxoethoxy]-3,4-dihydroxy-N-[(3S)-2-oxoazepan-3-yl]-3,4-dihydro-2H-pyran-6-carboxamide

Structure

SMILES: N=C(O)[C@H](O[C@H]1OC(C(O)=N[C@H]2CCCCN=C2O)=C[C@H](O)[C@@H]1O)[C@H]1O[C@@H](N2C=CC(O)=NC2=O)[C@H](O)[C@@H]1O

InChI: InChI=1S/C22H29N5O12/c23-17(33)16(15-13(31)14(32)20(38-15)27-6-4-11(29)26-22(27)36)39-21-12(30)9(28)7-10(37-21)19(35)25-8-3-1-2-5-24-18(8)34/h4,6-9,12-16,20-21,28,30-32H,1-3,5H2,(H2,23,33)(H,24,34)(H,25,35)(H,26,29,36)/t8-,9-,12-,13-,14+,15-,16+,20+,21+/m0/s1

InChIKey: ROPNVEBUXSKZCY-OXHOPNEESA-N

Reference

Studies on Novel Bacterial Translocase I Inhibitors, A-500359s. I. Taxonomy, Fermentation, Isolation, Physico-chemical Properties and Structure Elucidation of A-500359 A, C, D and G.

PubChem CID: 10347650

LOTUS: LTS0226430

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NPAtlas: NPA024716

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces griseus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 555.4970000000002

TPSA？: 272.98999999999995

MolLogP？: -2.0839299999999974

Number of H-Donors: 9

Number of H-Acceptors: 14

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Activity	nan	None	10.1016/j.bmc.2022.117011
Enterobacter sp.	Enterobacter sp.	Activity	nan	None	10.1016/j.bmc.2022.117011
Enterococcus faecium	Enterococcus faecium	Activity	nan	None	10.1016/j.bmc.2022.117011
Homo sapiens	UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase	IC50	50000.0	nM	10.1021/acs.jmedchem.0c00545
Klebsiella pneumoniae	Klebsiella pneumoniae	Activity	nan	None	10.1016/j.bmc.2022.117011
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC50	32.0	ug.mL-1	10.1016/j.bmc.2022.117011
Mycolicibacterium smegmatis	Mycolicibacterium smegmatis	MIC50	32.0	ug.mL-1	10.1016/j.bmc.2022.117011
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	nan	None	10.1016/j.bmc.2022.117011
Staphylococcus aureus	Phospho-N-acetylmuramoyl-pentapeptide-transferase	IC50	2000.0	nM	10.1016/j.bmc.2022.117011
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1016/j.bmc.2022.117011
None	Unchecked	IC50	35000.0	nM	10.1021/acs.jmedchem.0c00545
None	Unchecked	IC50	50000.0	nM	10.1021/acs.jmedchem.0c00545
None	Unchecked	MIC50	16.0	ug.mL-1	10.1016/j.bmc.2022.117011
None	Unchecked	MIC50	64.0	ug.mL-1	10.1016/j.bmc.2022.117011