Molecule

AT-265

AlkaPlorer ID: AK026429

Synonym: None

IUPAC Name: [(2R,3S,4R,5R)-5-(6-amino-2-chloropurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

Structure

SMILES: NC1=NC(Cl)=NC2=C1N=CN2[C@@H]1O[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]1O

InChI: InChI=1S/C10H13ClN6O6S/c11-10-15-7(12)4-8(16-10)17(2-14-4)9-6(19)5(18)3(23-9)1-22-24(13,20)21/h2-3,5-6,9,18-19H,1H2,(H2,12,15,16)(H2,13,20,21)/t3-,5-,6-,9-/m1/s1

InChIKey: JHUGCRSKMUFKHR-UUOKFMHZSA-N

Reference

Ascamycin and dealanylascamycin, nucleoside antibiotics from Streptomyces sp.

PubChem CID: 125623

CAS: 66522-52-9

LOTUS: LTS0071305

{

NPAtlas: NPA020995

Source

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

Properties Information

Molecule Weight: 380.7700000000001

TPSA？: 188.7

MolLogP？: -2.0987999999999984

Number of H-Donors: 4

Number of H-Acceptors: 11

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Candida albicans	Candida albicans	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Cryptococcus neoformans	Cryptococcus neoformans	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Escherichia coli	Escherichia coli	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Escherichia coli	Escherichia coli	MIC	5000.0	nM	10.1016/j.bmcl.2018.04.038
Homo sapiens	Carbonic anhydrase I	Ki	167.0	nM	10.1016/j.bmcl.2018.04.038
Homo sapiens	Carbonic anhydrase II	Ki	65.2	nM	10.1016/j.bmcl.2018.04.038
Homo sapiens	Carbonic anhydrase IV	Ki	234.0	nM	10.1016/j.bmcl.2018.04.038
Homo sapiens	Carbonic anhydrase IX	Ki	143.0	nM	10.1016/j.bmcl.2018.04.038
Homo sapiens	HEK293	CC50	150.0	nM	10.1016/j.bmcl.2018.04.038
Klebsiella pneumoniae	Klebsiella pneumoniae	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Staphylococcus aureus	Staphylococcus aureus	Activity	50.0	%	10.1016/j.bmcl.2018.04.038
Staphylococcus aureus	Staphylococcus aureus	MIC	20000.0	nM	10.1016/j.bmcl.2018.04.038
None	ADMET	Activity	nan	None	10.1021/jm00204a004
None	NON-PROTEIN TARGET	Inhibition	nan	%	10.1021/jm00204a004