Molecule

Platensimycin

AlkaPlorer ID: AK006363

Synonym: None

IUPAC Name: 3-[3-[(1S,5S,6R,7S,9S,10S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl]propanoylamino]-2,4-dihydroxybenzoic acid

Structure

SMILES: C[C@]12C[C@@]34C=CC(=O)[C@@](C)(CCC(=O)NC5=C(O)C=CC(C(=O)O)=C5O)[C@@H]3[C@H](C[C@@H]1C4)O2

InChI: InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1

InChIKey: CSOMAHTTWTVBFL-OFBLZTNGSA-N

Reference

Platensimycin and Platencin Congeners from <i>Streptomyces platensis</i>

PubChem CID: 6857724

CAS: 835876-32-9

LOTUS: LTS0250656

SuperNatural Ⅲ: SN0054429-04

NPASS: NPC12840

{

NPAtlas: NPA017180

Source

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

Properties Information

Molecule Weight: 441.4800000000002

TPSA？: 133.16

MolLogP？: 3.2337000000000007

Number of H-Donors: 4

Number of H-Acceptors: 6

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Enterococcus faecalis	Enterococcus faecalis	MIC	2.0	ug.mL-1	10.1021/acsmedchemlett.0c00653
Enterococcus faecium	Enterococcus faecium	MIC	0.5	ug.mL-1	10.1016/j.ejmech.2019.03.026
Escherichia coli	Escherichia coli	MIC	32.0	ug.mL-1	10.1021/acsmedchemlett.0c00653
Micrococcus luteus	Micrococcus luteus	MIC	500.0	ug.mL-1	10.1016/j.bmc.2017.02.028
Micrococcus luteus	Micrococcus luteus	MIC	1130.0	nM	10.1016/j.bmc.2016.04.026
Mus musculus	Brain	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Brain	Stability	nan	%	10.1016/j.bmc.2017.02.028
Mus musculus	Kidney	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Kidney	FC	0.2	None	10.1016/j.bmc.2017.02.028
Mus musculus	Kidney	Stability	nan	%	10.1016/j.bmc.2017.02.028
Mus musculus	Liver	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Liver	FC	0.04	None	10.1016/j.bmc.2017.02.028
Mus musculus	Liver	Stability	nan	%	10.1016/j.bmc.2017.02.028
Mus musculus	Lung	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Lung	Stability	nan	%	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	AUC	662.22	ng.hr.mL-1	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	AUC	4414.8	ng.hr.mL-1	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	CL	16.0	mL.min-1.kg-1	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	Cmax	2100.0	nM	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	Cmax	20000.0	nM	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	F	4.4	%	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	T1/2	3.2	hr	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	T1/2	3.5	hr	10.1016/j.bmc.2017.02.028
Mus musculus	Mus musculus	Vd	0.9	L.kg-1	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	Cp	10.0	nM	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	Cp	20.0	nM	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	Drug metabolism	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	FC	0.1	None	10.1016/j.bmc.2017.02.028
Mus musculus	Plasma	Stability	nan	%	10.1016/j.bmc.2017.02.028
Staphylococcus aureus	Staphylococcus aureus	MIC	0.2	ug.mL-1	10.1016/j.bmcl.2021.128270
Staphylococcus aureus	Staphylococcus aureus	MIC	0.5	ug.mL-1	10.1016/j.ejmech.2019.03.026
Staphylococcus aureus	Staphylococcus aureus	MIC	0.5	ug.mL-1	10.1021/acs.jnatprod.7b00745
Staphylococcus aureus	Staphylococcus aureus	MIC	0.5	ug.mL-1	10.1021/acsmedchemlett.0c00653
Staphylococcus aureus	Staphylococcus aureus	MIC	0.5	ug.mL-1	10.1039/C8MD00081F
Staphylococcus aureus	Staphylococcus aureus	MIC	1.0	ug.mL-1	10.1021/acs.jnatprod.7b00745
Staphylococcus aureus	Staphylococcus aureus	MIC	1.0	ug.mL-1	10.1021/acsmedchemlett.0c00653
Staphylococcus aureus	Staphylococcus aureus	MIC	1.0	ug.mL-1	10.1039/C8MD00081F
Staphylococcus aureus	Staphylococcus aureus	MIC	2.0	ug.mL-1	10.1021/acsmedchemlett.0c00653
Staphylococcus aureus	Staphylococcus aureus	MIC	4.0	ug.mL-1	10.1016/j.bmcl.2016.12.016
Staphylococcus aureus	Staphylococcus aureus	MIC	8.0	ug.mL-1	10.1016/j.bmcl.2016.12.016
Staphylococcus aureus	Staphylococcus aureus	MIC	500.0	ug.mL-1	10.1016/j.bmc.2017.02.028
Staphylococcus aureus	Staphylococcus aureus	MIC	1130.0	nM	10.1016/j.bmc.2016.04.026
Staphylococcus aureus	Staphylococcus aureus	Survival	nan	None	10.1021/acs.jmedchem.9b00616
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.5	ug.mL-1	10.1016/j.ejmech.2019.03.026
None	ADMET	CL	13.6	mL.min-1.g-1	10.1016/j.bmc.2017.02.028
None	ADMET	Drug metabolism	nan	None	10.1016/j.bmc.2017.02.028
None	ADMET	Drug uptake	nan	None	10.1016/j.bmc.2017.02.028
None	ADMET	FC	0.0005	None	10.1016/j.bmc.2017.02.028
None	ADMET	Ratio	0.1	None	10.1016/j.bmc.2017.02.028
None	ADMET	Ratio	0.5	None	10.1016/j.bmc.2017.02.028
None	ADMET	Ratio	6.2	None	10.1016/j.bmc.2017.02.028
None	ADMET	Stability	nan	%	10.1016/j.bmc.2017.02.028
None	No relevant target	Papp	1.3	10'-7 cm/s	10.1016/j.bmc.2017.02.028
None	Unchecked	deltaG	-41.9	kJ/mol	10.1021/acsmedchemlett.0c00653
None	Unchecked	deltaH	-8.628	kJ/mol	10.1021/acsmedchemlett.0c00653
None	Unchecked	Inhibition	nan	%	10.1021/acs.jmedchem.9b00616
None	Unchecked	Kd	26.97	nM	10.1021/acsmedchemlett.0c00653
None	Unchecked	MIC	0.5	ug.mL-1	10.1021/acs.jmedchem.9b00616
None	Unchecked	MIC	1.0	ug.mL-1	10.1021/acs.jmedchem.9b00616
None	Unchecked	MIC	32.0	ug.mL-1	10.1021/acsmedchemlett.0c00653
None	Unchecked	Ratio	1.161	None	10.1021/acsmedchemlett.0c00653
None	Unchecked	Ratio	3790.0	None	10.1016/j.bmc.2017.02.028
None	Unchecked	-TdeltaS	-33.27	kJ/mol	10.1021/acsmedchemlett.0c00653

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT014250	C[C@]12C[C@@]34C=CC(=O)[C@@](C)(CCC(=O)Nc5c(O)ccc(C(=O)S)c5O)[C@@H]3[C@H](C[C@@H]1C4)O2>>C[C@]12C[C@@]34C=CC(=O)[C@@](C)(CCC(=O)Nc5c(O)ccc(C(=O)O)c5O)[C@@H]3[C@H](C[C@@H]1C4)O2	RXN-21740