Molecule

Sparsomycin

AlkaPlorer ID: AK008595

Synonym: None

IUPAC Name: (E)-N-[(2S)-1-hydroxy-3-[(R)-methylsulfanylmethylsulfinyl]propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide

Structure

SMILES: CSC[S@](=O)C[C@H](CO)N=C(O)/C=C/C1=C(C)N=C(O)N=C1O

InChI: InChI=1S/C13H19N3O5S2/c1-8-10(12(19)16-13(20)14-8)3-4-11(18)15-9(5-17)6-23(21)7-22-2/h3-4,9,17H,5-7H2,1-2H3,(H,15,18)(H2,14,16,19,20)/b4-3+/t9-,23+/m0/s1

InChIKey: XKLZIVIOZDNKEQ-CLQLPEFOSA-N

Reference

Draft genome sequence of broad-spectrum antibiotic sparsomycin-producing Streptomyces sparsogenes ATCC 25498 from the American Type Culture Collection

PubChem CID: 9543443

CAS: 1404-64-4

LOTUS: LTS0105968

NPASS: NPC118135

{

NPAtlas: NPA014239

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Kadsura induta	Kadsura	Schisandraceae	Austrobaileyales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mycale sp.	Mycale	Mycalidae	Poecilosclerida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 361.4450000000001

TPSA？: 136.13

MolLogP？: 0.5960199999999998

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus cereus	Bacillus cereus	ED50	1.0	uM	10.1021/jm00385a014
Bacillus subtilis	Bacillus subtilis	ED50	1.0	uM	10.1021/jm00385a014
Corynebacterium xerosis	Corynebacterium xerosis	ED50	1.0	uM	10.1021/jm00385a014
Escherichia coli	Escherichia coli	ED50	0.1	uM	10.1021/jm00385a014
Escherichia coli	Escherichia coli	ED50	1.0	uM	10.1021/jm00385a014
Escherichia coli	Escherichia coli	ED50	3.2	uM	10.1021/jm00385a014
Escherichia coli	Escherichia coli	ED50	8.5	uM	10.1021/jm00385a014
Homo sapiens	NFF	MIC	1700.0	nM	10.1021/acs.jnatprod.9b00840
Micrococcus luteus	Micrococcus luteus	ED50	1.0	uM	10.1021/jm00385a014
Mus musculus	L1210	ID50	0.15	ug ml-1	10.1021/jm00369a012
Mus musculus	L1210	ID50	0.4	uM	10.1021/jm00385a014
Saccharolobus solfataricus	Saccharolobus solfataricus	ED50	900.0	uM	10.1021/jm00385a014
Saccharomyces cerevisiae	Saccharomyces cerevisiae	ED50	2.8	uM	10.1021/jm00385a014
Saccharomyces cerevisiae	Saccharomyces cerevisiae	ED50	5.2	uM	10.1021/jm00385a014
Salmonella enterica subsp. enterica serovar Typhimurium	Salmonella typhimurium	ED50	1.0	uM	10.1021/jm00385a014
Staphylococcus aureus	Staphylococcus aureus	ED50	1.0	uM	10.1021/jm00385a014
None	ADMET	Inhibition	57.0	%	10.1021/jm00385a014
None	ADMET	Inhibition	64.0	%	10.1021/jm00385a014
None	ADMET	Inhibition	76.0	%	10.1021/jm00385a014
None	ADMET	Inhibition	86.0	%	10.1021/jm00385a014
None	ADMET	Inhibition	91.0	%	10.1021/jm00385a014
None	ADMET	Inhibition	92.0	%	10.1021/jm00385a014
None	NON-PROTEIN TARGET	Ratio	1.0	None	10.1021/jm00385a014
None	Unchecked	MIC	550.0	nM	10.1021/acs.jnatprod.9b00840