Compound Detail

CHEMBL188678

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O=c1cc(N2CCOCC2)oc2c(-c3cccc4c3sc3ccccc34)cccc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL188678
Phase	Preclinical
Structure Type	MOL
InChI Key	JAMULYFATHSZJM-UHFFFAOYSA-N

Known Names

NU-7432

447

Targets

581

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

413.5

MW (Da)

5.66

ALogP

HBA

HBD

42.7

PSA (Å²)

0.37

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H19NO3S
MW	413.50
Aromatic Rings	5
Heavy Atoms	30
NP-Likeness	-0.60

Activity Summary

IC50 578 meas. best 8.0

EC50 2 meas. best 6.67

Ki 1 meas. best 9.19

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
DNA-dependent protein kinase catalytic subunit CHEMBL3142	Ki	9.19	9.19	0.7	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	IC50	8.0	7.6738	10.0	13
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	7.8	7.8	16.0	1
NCI-H1770 CHEMBL2366171	IC50	7.67	7.67	21.4	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	7.52	7.52	30.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	6.89	6.36	130.0	3
A 172 CHEMBL614512	IC50	6.82	6.82	153.2	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	EC50	6.67	6.67	212.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	6.66	6.66	220.0	1
NCI-H526 CHEMBL2366102	IC50	6.55	6.55	284.1	1
HDLM-2 CHEMBL2366231	IC50	6.49	6.49	323.4	1
HuO-3N1 CHEMBL1075475	IC50	6.33	6.33	466.4	1
SK-N-AS CHEMBL1075578	IC50	6.21	6.21	622.2	1
SNU1 CHEMBL614931	IC50	6.21	6.21	609.9	1
LoVo CHEMBL614721	IC50	6.06	6.06	867.5	1
Bromodomain-containing protein 4 CHEMBL1163125	IC50	6.0	6.0	1000.0	1
LAMA-84 CHEMBL2366090	IC50	6.0	6.0	988.3	1
CTB-1 CHEMBL2366344	IC50	5.95	5.95	1115.5	1
KP-N-YS CHEMBL2366065	IC50	5.94	5.94	1142.3	1
HH CHEMBL2366310	IC50	5.93	5.93	1180.9	1
CHL-1 CHEMBL1075422	IC50	5.92	5.92	1213.7	1
Cortical neurone CHEMBL5314313	EC50	5.92	5.92	1200.0	1
NB7 CHEMBL2366345	IC50	5.9	5.9	1247.5	1
HL-60 CHEMBL383	IC50	5.86	5.86	1381.9	1
639-V CHEMBL1075383	IC50	5.84	5.84	1441.3	1
NCI-H1793 CHEMBL1075526	IC50	5.84	5.84	1458.4	1
NEC8 CHEMBL2366340	IC50	5.81	5.81	1553.5	1
PA-1 CHEMBL614949	IC50	5.8	5.8	1582.9	1
D-423MG CHEMBL2366134	IC50	5.77	5.77	1693.6	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	5.77	5.695	1700.0	2
NCI-H292 CHEMBL614733	IC50	5.76	5.76	1740.1	1
SK-MEL-1 CHEMBL614916	IC50	5.75	5.75	1794.8	1
LB2241-RCC CHEMBL2366330	IC50	5.67	5.67	2141.5	1
SK-MEL3 CHEMBL614920	IC50	5.67	5.67	2164.9	1
BFTC-905 CHEMBL1075396	IC50	5.66	5.66	2166.9	1
MHH-PREB-1 CHEMBL2366127	IC50	5.66	5.66	2166.1	1
Ramos-2G6-4C10 CHEMBL2366170	IC50	5.66	5.66	2199.1	1
G-361 CHEMBL614036	IC50	5.65	5.65	2216.8	1
MOLT-4 CHEMBL614177	IC50	5.65	5.65	2218.9	1
DEL CHEMBL2366186	IC50	5.63	5.63	2355.6	1
SK-NEP-1 CHEMBL1075580	IC50	5.62	5.62	2387.8	1
MV4-11 CHEMBL613835	IC50	5.62	5.62	2373.9	1
RS4-11 CHEMBL2366159	IC50	5.59	5.59	2560.2	1
Huh-7 CHEMBL614039	IC50	5.59	5.59	2567.0	1
A101D CHEMBL2366306	IC50	5.58	5.58	2613.4	1
KALS-1 CHEMBL2366155	IC50	5.57	5.57	2696.3	1
KG-1 CHEMBL612264	IC50	5.57	5.57	2679.2	1
VMRC-RCZ CHEMBL1075610	IC50	5.56	5.56	2773.3	1
SK-UT-1 CHEMBL2366316	IC50	5.5	5.5	3153.1	1
SW 962 CHEMBL613530	IC50	5.49	5.49	3203.5	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	1266.67	ng.hr.mL-1	Mus musculus
AUC	1300.0	ng.hr.mL-1	Mus musculus
AUC	816.67	ng.hr.mL-1	Mus musculus
AUC	1200.0	ng.hr.mL-1	Mus musculus
AUC	2500.0	ng.hr.mL-1	Mus musculus
AUC	2533.33	ng.hr.mL-1	Mus musculus
CL	65.0	mL.min-1.kg-1	Mus musculus
CL	140.0	mL.min-1.kg-1	Mus musculus
CL	66.0	mL.min-1.kg-1	Mus musculus
Cmax	3869.41	nM	Mus musculus
Cmax	1209.19	nM	Mus musculus
Cmax	5804.11	nM	Mus musculus
F	100.0	%	Mus musculus
F	33.0	%	Mus musculus
F	100.0	%	Mus musculus
Fu	0.0004	-	Homo sapiens
T1/2	0.7667	hr	Mus musculus
T1/2	2.117	hr	Mus musculus
T1/2	0.8833	hr	Mus musculus
Tmax	0.08333	hr	Mus musculus
Tmax	0.5	hr	Mus musculus
Tmax	0.08333	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
DNA-dependent protein kinase catalytic subunit	Ki	=	0.65	nM	9.19	Inhibitory activity against DNA-dependent protein kinase receptor	16302822
DNA-dependent protein kinase catalytic subunit	IC50	=	10.0	nM	8.0	Inhibitory activity against DNA-dependent protein kinase (DNA-PK)	15546735
DNA-dependent protein kinase catalytic subunit	IC50	=	12.0	nM	7.92	Inhibition of DNA-dependent protein kinase	18678488
DNA-dependent protein kinase catalytic subunit	IC50	=	14.0	nM	7.85	Inhibition of DNA-PK (unknown origin)	25387153
DNA-dependent protein kinase catalytic subunit	IC50	=	14.0	nM	7.85	Inhibition of DNA-PK (unknown origin)	28280261
DNA-dependent protein kinase catalytic subunit	IC50	=	14.0	nM	7.85	Inhibition of human HeLa cell nuclear extract purified DNA-PK using p53 peptide ...	16707462
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	16.0	nM	7.8	Inhibition of PI-3K beta (unknown origin)	23855836
DNA-dependent protein kinase catalytic subunit	IC50	=	20.0	nM	7.7	Inhibitory activity against DNA-dependent protein kinase (DNA-PK) at 0.5 uM	15546735
DNA-dependent protein kinase catalytic subunit	IC50	=	20.0	nM	7.7	Inhibitory activity against DNA-dependent protein kinase receptor	16302822
NCI-H1770	IC50	=	21.43	nM	7.67	SANGER: Inhibition of human NCI-H1770 cell growth in a cell viability assay.	-
DNA-dependent protein kinase catalytic subunit	IC50	=	28.0	nM	7.55	Inhibition of DNA-PK	21216595
DNA-dependent protein kinase catalytic subunit	IC50	=	30.0	nM	7.52	Inhibition of DNA-dependent protein kinase	20472428
DNA-dependent protein kinase catalytic subunit	IC50	=	30.0	nM	7.52	Inhibition of DNA-PK autophosphorylation at Ser2056 residue in human CLL cells b...	22835870
DNA-dependent protein kinase catalytic subunit	IC50	=	30.0	nM	7.52	Inhibition of DNA-PK	23059543
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	30.0	nM	7.52	Inhibition of PI-3K delta (unknown origin)	23855836
DNA-dependent protein kinase catalytic subunit	IC50	=	40.0	nM	7.4	Inhibition of DNA-PK (unknown origin)	23855836
DNA-dependent protein kinase catalytic subunit	IC50	=	42.0	nM	7.38	Inhibition of human DNA-PK using GST-tagged p53N66 as substrate after 1 hr by EL...	23855836
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	130.0	nM	6.89	Inhibition of PI3Kalpha after 80 mins	21216595
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	130.0	nM	6.89	Inhibition of PI-3K alpha (unknown origin)	23855836
A 172	IC50	=	153.16	nM	6.82	SANGER: Inhibition of human A172 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	346
-	10.6019/CHEMBL4689842	HEK-293T	344
-	10.6019/CHEMBL4689842	Fibroblast	343
16707462	10.1158/0008-5472.can-05-4275	ADMET	50
27177826	10.1016/j.bmcl.2016.04.090	K562	25
16707462	10.1158/0008-5472.can-05-4275	DNA-dependent protein kinase catalytic subunit	22
16707462	10.1158/0008-5472.can-05-4275	Unchecked	10
16302822	10.1021/jm050444b	Unchecked	9
-	10.6019/CHEMBL5724696	U2OS	8
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
16707462	10.1158/0008-5472.can-05-4275	LoVo	4
16707462	10.1158/0008-5472.can-05-4275	SW-620	4
28453931	10.1021/acs.jmedchem.6b01613	Unchecked	4
23855836	10.1021/jm400915j	DNA-dependent protein kinase catalytic subunit	3
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	Vero C1008	2
16302822	10.1021/jm050444b	DNA-dependent protein kinase catalytic subunit	2
23855836	10.1021/jm400915j	No relevant target	2
30840447	10.1021/acs.jmedchem.8b01819	Cortical neurone	2
-	10.6019/CHEMBL4495565	ADMET	2

Data from ChEMBL 36 via Core Engine