Compound Detail

CHEMBL1231795

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COc1cc2c(NC3CCN(C(C)C)CC3)nc(C3CCCCC3)nc2cc1OCCCN1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1231795
Phase	Preclinical
Structure Type	MOL
InChI Key	QOECJCJVIMVJGX-UHFFFAOYSA-N

Targets

131

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

509.7

MW (Da)

5.84

ALogP

HBA

HBD

62.8

PSA (Å²)

0.40

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C30H47N5O2
MW	509.74
Aromatic Rings	2
Heavy Atoms	37
NP-Likeness	-1.19

Activity Summary

IC50 74 meas. best 8.6

EC50 45 meas. best 9.3

Ki 10 meas. best 8.52

Kd 2 meas. best 7.57

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
HT-1080 CHEMBL614580	EC50	9.3	8.1733	0.5	3
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	IC50	8.6	7.4085	2.5	26
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	Ki	8.52	8.2825	3.0	4
Histone-lysine N-methyltransferase EHMT1 CHEMBL6031	IC50	7.89	7.737	13.0	10
Plasmodium falciparum CHEMBL364	IC50	7.78	7.4567	16.8	3
Unchecked CHEMBL612545	IC50	7.72	6.935	19.0	4
Histone-lysine N-methyltransferase EHMT2 CHEMBL6032	Kd	7.57	6.71	27.0	2
Histone-lysine N-methyltransferase EHMT1/EHMT2 CHEMBL3885593	IC50	7.09	7.09	81.0	1
Daoy CHEMBL612519	EC50	7.0	7.0	100.0	1
Lysine-specific histone demethylase 1A CHEMBL6136	IC50	6.75	6.75	180.0	1
PA-1 CHEMBL614949	EC50	6.7	6.7	200.0	1
CWR22R CHEMBL612657	EC50	6.7	6.025	200.0	2
MOLT-16 CHEMBL2366362	EC50	6.7	6.7	200.0	1
SK-N-MC CHEMBL614163	EC50	6.7	6.7	200.0	1
THP-1 CHEMBL614245	IC50	6.62	6.39	240.0	3
LNCaP CHEMBL612518	EC50	6.52	6.52	300.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	6.43	6.43	370.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.4	6.4	400.0	1
G-401 CHEMBL613509	EC50	6.4	6.4	400.0	1
FLC clone 745 CHEMBL6066809	IC50	6.36	6.36	440.0	1
LN-229 CHEMBL4296459	EC50	6.3	6.3	500.0	1
U2OS CHEMBL615023	EC50	6.3	6.3	500.0	1
Alpha-1A adrenergic receptor CHEMBL229	Ki	6.3	6.3	500.0	1
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	6.29	6.29	510.0	1
Muscarinic acetylcholine receptor M2 CHEMBL211	Ki	6.29	6.29	510.0	1
SK-BR-3 CHEMBL613834	EC50	6.22	6.22	600.0	1
Unchecked CHEMBL612545	EC50	6.22	6.22	600.0	1
DU-145 CHEMBL613508	EC50	6.16	6.16	700.0	1
Kasumi 1 CHEMBL613988	EC50	5.96	5.96	1100.0	1
ZR-75-30 CHEMBL1075613	EC50	5.92	5.92	1200.0	1
5-hydroxytryptamine receptor 2A CHEMBL224	Ki	5.92	5.92	1200.0	1
Calu-1 CHEMBL613505	EC50	5.89	5.89	1300.0	1
DNA (cytosine-5)-methyltransferase 1 CHEMBL1993	IC50	5.89	5.795	1287.0	4
NCI-H522 CHEMBL614387	EC50	5.82	5.82	1500.0	1
Calu-6 CHEMBL614535	EC50	5.82	5.82	1500.0	1
MV4-11 CHEMBL613835	EC50	5.77	5.77	1700.0	1
IMR-90 CHEMBL612577	EC50	5.64	5.64	2300.0	1
HFF CHEMBL614071	IC50	5.64	5.64	2286.0	1
SJRH30 CHEMBL1075575	IC50	5.61	5.4967	2480.0	3
RD CHEMBL614144	IC50	5.54	5.3367	2910.0	3
RS4-11 CHEMBL2366159	EC50	5.51	5.51	3100.0	1
Spindlin-1 CHEMBL4523509	IC50	5.5	5.2533	3200.0	3
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.47	5.3533	3350.0	3
MDA-MB-231 CHEMBL400	IC50	5.45	5.45	3560.0	1
NCI-H2009 CHEMBL1075528	EC50	5.41	5.41	3900.0	1
L-363 CHEMBL2366267	EC50	5.41	5.41	3900.0	1
KMS-11 CHEMBL4296454	EC50	5.4	5.4	4000.0	1
NCI-H358 CHEMBL614135	EC50	5.37	5.37	4300.0	1
KMS-12-BM CHEMBL4296455	EC50	5.36	5.36	4400.0	1
NCI-H929 CHEMBL4296391	EC50	5.34	5.34	4600.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	404.0	ng.hr.mL-1	Mus musculus
CL	1.0	mL.min-1.g-1	Mus musculus
Cmax	129.48	nM	Mus musculus
Ka	466.0	-	Homo sapiens
T1/2	1.217	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
HT-1080	EC50	=	0.5	nM	9.3	Antiproliferative activity against human HT-1080 cells after 5 days by Cell-Tite...	26147105
HT-1080	EC50	=	1.2	nM	8.92	Antiproliferative activity against human HT-1080 cells after 2 days by Cell-Tite...	26147105
Histone-lysine N-methyltransferase EHMT2	IC50	=	2.5	nM	8.6	Inhibition of G9a (unknown origin) using [histone H3 1 to 25 residues] and SAM s...	25750706
Histone-lysine N-methyltransferase EHMT2	Ki	=	3.0	nM	8.52	Binding affinity to G9a (unknown origin) assessed as inhibition constant measure...	38799223
Histone-lysine N-methyltransferase EHMT2	Ki	=	3.7	nM	8.43	Competitive inhibition of G9a by fluorescence polarization assay in presence of ...	22975593
Histone-lysine N-methyltransferase EHMT2	IC50	=	3.75	nM	8.43	Inhibition of human recombinant EHMT2 G9a using SAM as substrate incubated for 1...	37021456
Histone-lysine N-methyltransferase EHMT2	Ki	=	3.7	nM	8.43	Competitive inhibition of G9a (unknown origin) by Morrison plot analysis in pres...	27720557
Histone-lysine N-methyltransferase EHMT2	IC50	=	9.4	nM	8.03	Inhibition of G9a (unknown origin)	37974951
Histone-lysine N-methyltransferase EHMT2	IC50	=	12.0	nM	7.92	Inhibition of G9a assessed as hydrolysis of S-adenosyl-L-homocysteine after 2 mi...	21780790
Histone-lysine N-methyltransferase EHMT2	IC50	=	12.0	nM	7.92	Inhibition of G9a (unknown origin)	37268593
Histone-lysine N-methyltransferase EHMT1	IC50	=	13.0	nM	7.89	Inhibition of N-terminal GST tagged human recombinant EHMT1 (794 to 1294 residue...	31350126
Histone-lysine N-methyltransferase EHMT2	IC50	=	15.0	nM	7.82	Inhibition G9a (unknown origin)	31276898
Histone-lysine N-methyltransferase EHMT2	IC50	=	15.0	nM	7.82	Inhibition G9a (unknown origin)	30753076
Histone-lysine N-methyltransferase EHMT2	IC50	=	15.0	nM	7.82	Inhibition of G9a (unknown origin) using H3(1-20)-cys as substrate by HPLC analy...	36528996
Plasmodium falciparum	IC50	=	16.8	nM	7.78	Antiplasmodial activity against Plasmodium falciparum Dd2 infected in human eryt...	30366254
Histone-lysine N-methyltransferase EHMT2	Ki	=	18.0	nM	7.75	Inhibition of G9a (unknown origin) assessed as reduction in substrate methylatio...	35525212
Histone-lysine N-methyltransferase EHMT1	IC50	=	19.0	nM	7.72	Inhibition of GLP (unknown origin) assessed as conversion of SAM to SAH by SAHH-...	-
Histone-lysine N-methyltransferase EHMT1	IC50	=	19.0	nM	7.72	Inhibition of GLP (unknown origin) using H3(1 to 25) as peptide substrate and SA...	38799223
Histone-lysine N-methyltransferase EHMT1	IC50	=	19.0	nM	7.72	Inhibition of GLP (unknown origin)	37268593
Unchecked	IC50	=	19.0	nM	7.72	Inhibition of GLP (unknown origin) measured after 20 mins by fluorescence based ...	38799223

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL5303304	U2OS	10
21780790	10.1021/jm200903z	Histone-lysine N-methyltransferase EHMT2	9
-	10.6019/CHEMBL5303304	HEK-293T	9
-	10.6019/CHEMBL5303304	Fibroblast	8
25502336	10.1038/ncomms6733	Histone-lysine N-methyltransferase EHMT2	8
28246360	10.1128/mbio.00133-17	Human immunodeficiency virus 1	8
21780790	10.1021/jm200903z	Unchecked	7
26147105	10.1371/journal.pone.0131716	Histone-lysine N-methyltransferase EHMT2	7
29374157	10.1038/s41419-017-0120-6	HCC827ER	6
29374157	10.1038/s41419-017-0120-6	PC-9/ER	6
30753076	10.1021/acs.jmedchem.8b02008	Histone-lysine N-methyltransferase EHMT2	6
35525212	10.1016/j.ejmech.2022.114410	SJRH30	5
30366254	10.1016/j.ejmech.2018.10.041	Plasmodium falciparum	4
27720557	10.1016/j.bmc.2016.09.071	Histone-lysine N-methyltransferase EHMT2	4
22975593	10.1016/j.ejmech.2012.08.010	Histone-lysine N-methyltransferase EHMT2	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
35525212	10.1016/j.ejmech.2022.114410	RD	4
30366254	10.1016/j.ejmech.2018.10.041	Unchecked	3
36882960	10.1021/acs.jmedchem.2c02059	ADMET	3
37021456	10.1021/acs.jmedchem.3c00003	RD	3

Data from ChEMBL 36 via Core Engine