Molecule

Negamycin

AlkaPlorer ID: AK024063

Synonym: None

IUPAC Name: 2-[[[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]amino]-methylamino]acetic acid

Structure

SMILES: CN(CC(=O)O)N=C(O)C[C@H](N)C[C@@H](O)CN

InChI: InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1

InChIKey: IKHFJPZQZVMLRH-RNFRBKRXSA-N

Reference

Negamycin, a novel hydrazide antibiotic

PubChem CID: 11118411

LOTUS: LTS0267158

SuperNatural Ⅲ: SN0147892-02

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NPAtlas: NPA000890

Source

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

Properties Information

Molecule Weight: 248.283

TPSA？: 145.4

MolLogP？: -1.6985999999999972

Number of H-Donors: 5

Number of H-Acceptors: 6

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	MIC	16.0	ug.mL-1	10.1021/acsmedchemlett.5b00205
Chlorocebus aethiops	COS-7	Ratio	1.81	None	10.1021/acsmedchemlett.5b00121
Enterobacter cloacae	Enterobacter cloacae	MIC	8.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Escherichia coli	Escherichia coli	IC50	1000.0	nM	10.1016/s0960-894x(03)00393-7
Escherichia coli	Escherichia coli	IC50	1700.0	nM	10.1021/acsmedchemlett.5b00205
Escherichia coli	Escherichia coli	MIC	2.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Escherichia coli	Escherichia coli	MIC	4.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Escherichia coli	Escherichia coli	MIC	16.0	ug.mL-1	10.1021/acsmedchemlett.5b00205
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	2.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Klebsiella pneumoniae	Klebsiella pneumoniae	MIC	32.0	ug.mL-1	10.1021/acsmedchemlett.5b00205
Mus musculus	Mus musculus	ED50	5.1	mg.kg-1	10.1016/j.bmcl.2004.04.036
Mus musculus	Mus musculus	ED50	5.1	mg.kg-1	10.1016/s0960-894x(03)00393-7
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	16.0	ug.mL-1	10.1021/acsmedchemlett.5b00205
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	32.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	32.0	ug.mL-1	10.1021/acsmedchemlett.5b00205
Staphylococcus aureus	Staphylococcus aureus	MIC	32.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	32.0	ug.mL-1	10.1016/s0960-894x(03)00393-7
None	ADMET	CL	3.0	uL.min-1.(10^6cells)-1	10.6019/CHEMBL3301361
None	ADMET	PPB	12.63	%	10.6019/CHEMBL3301361
None	Unchecked	Activity	nan	None	10.1021/acsmedchemlett.8b00472
None	Unchecked	FC	1.54	None	10.1021/acsmedchemlett.7b00269
None	Unchecked	Ratio	0.1	None	10.1021/acsmedchemlett.8b00472
None	Unchecked	Ratio	1.13	None	10.1021/acsmedchemlett.9b00273
None	Unchecked	Ratio	1.17	None	10.1021/acsmedchemlett.9b00273
None	Unchecked	Ratio	1.47	None	10.1021/acsmedchemlett.9b00273