Molecule

Santacruzamate A

AlkaPlorer ID: AK009645

Synonym: None

IUPAC Name: ethyl N-[4-oxo-4-(2-phenylethylamino)butyl]carbamate

Structure

SMILES: CCOC(O)=NCCCC(O)=NCCC1=CC=CC=C1

InChI: InChI=1S/C15H22N2O3/c1-2-20-15(19)17-11-6-9-14(18)16-12-10-13-7-4-3-5-8-13/h3-5,7-8H,2,6,9-12H2,1H3,(H,16,18)(H,17,19)

InChIKey: HTOYBIILVCHURC-UHFFFAOYSA-N

Reference

Santacruzamate A, a Potent and Selective Histone Deacetylase Inhibitor from the Panamanian Marine Cyanobacterium cf. <i>Symploca</i> sp.

PubChem CID: 72946782

CAS: 1477949-42-0

LOTUS: LTS0078474

NPASS: NPC245259

COCONUT: CNP0147916

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NPAtlas: NPA014453

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Cyanobacterium	Geminocystaceae	Chroococcales	Cyanophyceae	Cyanobacteriota	None	Bacteria
None	Symploca	Microcoleaceae	Oscillatoriales	Cyanophyceae	Cyanobacteriota	None	Bacteria

Properties Information

Molecule Weight: 278.352

TPSA？: 74.41

MolLogP？: 2.916300000000001

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	DNA (cytosine-5)-methyltransferase 1	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	DNMT3A2/3L complex	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	DNMT3B-DNMT3L complex	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	HCT-116	GI50	17200.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	HCT-116	GI50	28300.0	nM	10.1021/np400198r
Homo sapiens	HCT-116	GI50	29400.0	nM	10.1021/np400198r
Homo sapiens	HCT-116	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	HCT-116	IC50	50000.0	nM	10.1016/j.bmc.2017.10.026
Homo sapiens	HCT-116	Ratio IC50	20.0	None	10.1021/np400198r
Homo sapiens	Histone deacetylase	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 1	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 1	Inhibition	7.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 1	Inhibition	90.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 1	Inhibition	nan	%	10.1016/j.bmc.2017.10.026
Homo sapiens	Histone deacetylase 10	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 10	Inhibition	16.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 10	Inhibition	93.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 11	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 11	Inhibition	0.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 11	Inhibition	78.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 2	IC50	0.112	nM	10.1021/np400198r
Homo sapiens	Histone deacetylase 2	IC50	0.119	nM	10.1021/np400198r
Homo sapiens	Histone deacetylase 2	IC50	1000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 2	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 2	Inhibition	6.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 2	Inhibition	80.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 2	Inhibition	nan	%	10.1016/j.bmc.2017.10.026
Homo sapiens	Histone deacetylase 2	Inhibition	nan	%	10.1021/np400198r
Homo sapiens	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Inhibition	10.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Inhibition	89.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 3/Nuclear receptor corepressor 2 (HDAC3/NCoR2)	Inhibition	nan	%	10.1016/j.bmc.2017.10.026
Homo sapiens	Histone deacetylase 4	IC50	1000.0	nM	10.1021/np400198r
Homo sapiens	Histone deacetylase 4	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 4	Inhibition	4.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 4	Inhibition	86.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 4	Inhibition	nan	%	10.1021/np400198r
Homo sapiens	Histone deacetylase 5	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 5	Inhibition	0.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 5	Inhibition	66.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 6	IC50	433.0	nM	10.1021/np400198r
Homo sapiens	Histone deacetylase 6	IC50	433.5	nM	10.1021/np400198r
Homo sapiens	Histone deacetylase 6	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 6	Inhibition	16.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 6	Inhibition	83.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 6	Inhibition	nan	%	10.1016/j.bmc.2017.10.026
Homo sapiens	Histone deacetylase 7	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 7	Inhibition	0.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 7	Inhibition	74.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 8	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 8	Inhibition	5.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 8	Inhibition	73.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 8	Inhibition	nan	%	10.1016/j.bmc.2017.10.026
Homo sapiens	Histone deacetylase 9	IC50	5000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 9	Inhibition	10.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	Histone deacetylase 9	Inhibition	75.0	%	10.1016/j.bmc.2016.08.040
Homo sapiens	HuT78	GI50	1300.0	nM	10.1021/np400198r
Homo sapiens	HuT78	GI50	1400.0	nM	10.1021/np400198r
Homo sapiens	HuT78	GI50	36000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	HuT78	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	MCF7	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	MCF7	GI50	nan	None	10.1016/j.bmc.2016.08.040
Homo sapiens	MDA-MB-231	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	MDA-MB-231	GI50	nan	None	10.1016/j.bmc.2016.08.040
Homo sapiens	MOLT-4	GI50	7800.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	MOLT-4	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	NAD-dependent deacetylase sirtuin 1	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	NAD-dependent deacetylase sirtuin 2	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	NAD-dependent deacetylase sirtuin 3	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	NAD-dependent protein deacylase sirtuin-5, mitochondrial	Inhibition	nan	%	10.1016/j.bmc.2016.08.040
Homo sapiens	PBMC	GI50	50000.0	nM	10.1016/j.bmc.2016.08.040
Homo sapiens	PBMC	GI50	nan	None	10.1016/j.bmc.2016.08.040
Schistosoma mansoni	Schistosoma mansoni	In vitro activity	nan	None	10.6019/CHEMBL5096127
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	12.39	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-0.05	%	10.6019/CHEMBL4495565
None	ADMET	GI50	100000.0	nM	10.1021/np400198r
None	Unchecked	Activity	77.0	%	10.1016/j.bmc.2016.08.040
None	Unchecked	Activity	nan	None	10.1016/j.bmc.2016.08.040
None	Unchecked	Ratio IC50	3647.0	None	10.1021/np400198r
None	Unchecked	Ratio IC50	3866.0	None	10.1021/np400198r