Compound Detail

CHEMBL1089316

CHAETOCIN

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CN1C(=O)[C@@]23C[C@]4([C@]56C[C@@]78SS[C@@](CO)(C(=O)N7[C@H]5Nc5ccccc56)N(C)C8=O)c5ccccc5N[C@@H]4N2C(=O)[C@]1(CO)SS3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1089316
Name	CHAETOCIN
Phase	Preclinical
Structure Type	MOL
InChI Key	PZPPOCZWRGNKIR-PNVYSBBASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

696.9

MW (Da)

1.33

ALogP

HBA

HBD

145.8

PSA (Å²)

0.34

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C30H28N6O6S4
MW	696.86
Aromatic Rings	2
Heavy Atoms	46
NP-Likeness	1.24

Activity Summary

IC50 47 meas. best 10.09

EC50 1 meas. best 8.77

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
U-937 CHEMBL612794	IC50	10.09	10.055	0.1	2
KG-1a CHEMBL4296453	IC50	10.02	10.005	0.1	2
HL-60 CHEMBL383	IC50	9.9	9.855	0.1	2
Feline immunodeficiency virus CHEMBL613744	EC50	8.77	8.77	1.7	1
Trypanosoma brucei brucei CHEMBL612851	IC50	8.7	8.7	2.0	1
Hypoxia-inducible factor 1-alpha CHEMBL4261	IC50	7.4	6.4333	40.0	3
Hep 3B2 CHEMBL4296437	IC50	7.0	7.0	100.0	1
Histone-lysine N-methyltransferase Su(var)3-9 CHEMBL2169720	IC50	6.22	6.19	600.0	4
Unchecked CHEMBL612545	IC50	6.22	5.85	600.0	6
Histone-lysine N-methyltransferase SUV39H1 CHEMBL1795118	IC50	6.1	6.1	800.0	4
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	IC50	5.62	5.5591	2400.0	11
Histone-lysine N-methyltransferase EHMT2 CHEMBL2169718	IC50	5.6	5.6	2500.0	3
Histone-lysine N-methyltransferase, H3 lysine-9 specific dim-5 CHEMBL3309062	IC50	5.52	5.52	3000.0	1
Histone-lysine N-methyltransferase NSD3 CHEMBL3108646	IC50	5.5	5.23	3200.0	2
Thioredoxin reductase 1, cytoplasmic CHEMBL1927	IC50	5.34	5.34	4600.0	1
Histone-lysine N-methyltransferase NSD2 CHEMBL3108645	IC50	5.22	5.22	6000.0	1
Histone acetyltransferase p300/Hypoxia-inducible factor 1-alpha CHEMBL3885588	IC50	4.9	4.9	12500.0	2
Histone-lysine N-methyltransferase, H3 lysine-36 specific CHEMBL3588738	IC50	4.8	4.8	16000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
U-937	IC50	=	0.082	nM	10.09	Cytotoxicity against human U-937 cells assessed as decrease in cell viability me...	25978433
KG-1a	IC50	=	0.095	nM	10.02	Cytotoxicity against human KG-1a cells assessed as decrease in cell viability me...	25978433
U-937	IC50	=	0.096	nM	10.02	Cytotoxicity against human U-937 cells assessed as decrease in cell viability me...	25978433
KG-1a	IC50	=	0.103	nM	9.99	Cytotoxicity against human KG-1a cells assessed as decrease in cell viability me...	25978433
HL-60	IC50	=	0.127	nM	9.9	Cytotoxicity against human HL-60 cells assessed as decrease in cell viability me...	25978433
HL-60	IC50	=	0.153	nM	9.81	Cytotoxicity against human HL-60 cells assessed as decrease in cell viability me...	25978433
Feline immunodeficiency virus	EC50	=	1.7	nM	8.77	Antiviral activity against FIV infected in cat FL-4 cells assessed as reduction ...	31395510
Trypanosoma brucei brucei	IC50	=	2.0	nM	8.7	Antitrypanosomal activity against Trypanosoma brucei brucei 427-221a after 40 hr...	20303767
Hypoxia-inducible factor 1-alpha	IC50	=	40.0	nM	7.4	Inhibition of HIF-1alpha-mediated VEGF expression in human Hep3b cells by lucife...	22305612
Hep 3B2	IC50	=	100.0	nM	7.0	Downregulation of VEGF protein level in human Hep3B cells after 8 hrs by ELISA	30682255
Hypoxia-inducible factor 1-alpha	IC50	=	100.0	nM	7.0	Inhibition of HIF-1alpha-mediated VEGF secretion in human Hep3b cells by ELISA	22305612
Histone-lysine N-methyltransferase Su(var)3-9	IC50	=	600.0	nM	6.22	Inhibition of recombinant Drosophila melanogaster SUV39 by radioactive filter-bi...	22975593
Histone-lysine N-methyltransferase Su(var)3-9	IC50	=	600.0	nM	6.22	Inhibition of Drosophila melanogaster Histone-lysine N-methyltransferase Su(var)...	24099080
Unchecked	IC50	=	600.0	nM	6.22	Inhibition of histone methyltransferase SU(VAR)3-9	18800048
Histone-lysine N-methyltransferase Su(var)3-9	IC50	=	600.0	nM	6.22	Inhibition of Drosophila melanogaster SU(VAR)3-9	16408017
Unchecked	IC50	=	600.0	nM	6.22	Inhibition of Su(var)3-9	20303767
Histone-lysine N-methyltransferase Su(var)3-9	IC50	=	800.0	nM	6.1	Inhibition of Drosophila melanogaster Su(var)3-9	-
Histone-lysine N-methyltransferase SUV39H1	IC50	=	800.0	nM	6.1	Inhibition of SUV39H1 (unknown origin)	38799223
Histone-lysine N-methyltransferase SUV39H1	IC50	=	800.0	nM	6.1	Inhibition of Su(var)3-9 (unknown origin)	-
Histone-lysine N-methyltransferase SUV39H1	IC50	=	800.0	nM	6.1	Inhibition of human SUV39H1	22975593

Literature References

PubMed	DOI	Target Context	# Activities
16408017	10.1038/nchembio721	Histone-lysine N-methyltransferase Su(var)3-9	13
25978433	10.1038/bcj.2015.37	Histone-lysine N-methyltransferase SUV39H1	12
25978433	10.1038/bcj.2015.37	HL-60	9
25978433	10.1038/bcj.2015.37	KG-1a	9
24099080	10.1021/jm401063r	Histone-lysine N-methyltransferase EHMT2	8
25978433	10.1038/bcj.2015.37	U-937	7
20675131	10.1016/j.bmcl.2010.07.032	HL-60	6
-	10.1039/C6MD00170J	NON-PROTEIN TARGET	4
22305612	10.1016/j.ejmech.2012.01.033	Hypoxia-inducible factor 1-alpha	3
16408017	10.1038/nchembio721	Unchecked	2
16408017	10.1038/nchembio721	SL-2	2
22975593	10.1016/j.ejmech.2012.08.010	Histone-lysine N-methyltransferase EHMT2	2
22975593	10.1016/j.ejmech.2012.08.010	Unchecked	2
37182335	10.1016/j.ejmech.2023.115440	Histone-lysine N-methyltransferase NSD3	2
20303767	10.1016/j.bmc.2010.02.034	Unchecked	2
23266120	10.1016/j.bmcl.2012.11.087	Histone-lysine N-methyltransferase EHMT2	2
31395510	10.1016/j.bmc.2019.07.047	Unchecked	2
16408017	10.1038/nchembio721	Histone-lysine N-methyltransferase E(z)	1
16408017	10.1038/nchembio721	Histone-lysine N-methyltransferase Set8	1
20303767	10.1016/j.bmc.2010.02.034	Thioredoxin reductase 1, cytoplasmic	1

Data from ChEMBL 36 via Core Engine