Compound Detail

CHEMBL222102

KU-55933

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O=c1cc(-c2cccc3c2Sc2ccccc2S3)oc(N2CCOCC2)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL222102
Name	KU-55933
Phase	Preclinical
Structure Type	MOL
InChI Key	XRKYMMUGXMWDAO-UHFFFAOYSA-N

212

Targets

582

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

395.5

MW (Da)

4.76

ALogP

HBA

HBD

42.7

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H17NO3S2
MW	395.51
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-0.47

Activity Summary

IC50 581 meas. best 7.89

Ki 1 meas. best 8.66

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Serine-protein kinase ATM CHEMBL3797	Ki	8.66	8.66	2.2	1
Serine-protein kinase ATM CHEMBL3797	IC50	7.89	7.3473	12.9	11
Unchecked CHEMBL612545	IC50	7.89	5.4129	12.9	7
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	6.88	6.88	133.0	1
DNA-dependent protein kinase catalytic subunit CHEMBL3142	IC50	6.74	6.03	183.0	3
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	6.34	6.34	458.0	1
Toxoplasma gondii CHEMBL612888	IC50	5.67	5.67	2150.0	1
DU-145 CHEMBL613508	IC50	5.49	5.49	3273.5	1
HuO-3N1 CHEMBL1075475	IC50	5.38	5.38	4171.4	1
LAMA-84 CHEMBL2366090	IC50	5.34	5.34	4584.6	1
Histone deacetylase 6 CHEMBL1865	IC50	5.32	5.32	4798.0	1
CAL-72 CHEMBL1075414	IC50	5.26	5.26	5480.8	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	5.25	5.14	5580.0	2
LoVo CHEMBL614721	IC50	5.16	5.16	6932.4	1
HH CHEMBL2366310	IC50	5.08	5.08	8276.7	1
SK-MEL3 CHEMBL614920	IC50	5.08	5.08	8285.8	1
KM12 CHEMBL614709	IC50	5.04	5.04	9211.4	1
NCI-H1437 CHEMBL1075513	IC50	5.01	5.01	9809.7	1
J-RT3-T3-5 CHEMBL2366219	IC50	4.95	4.95	11241.7	1
NCI-H1838 CHEMBL2366346	IC50	4.95	4.95	11186.5	1
GOTO CHEMBL2366179	IC50	4.93	4.93	11699.6	1
ES7 CHEMBL2366297	IC50	4.93	4.93	11788.0	1
LB2241-RCC CHEMBL2366330	IC50	4.93	4.93	11718.6	1
KP-N-YS CHEMBL2366065	IC50	4.9	4.9	12635.4	1
CAL-12T CHEMBL1075406	IC50	4.87	4.87	13617.0	1
COLO-684 CHEMBL2366176	IC50	4.85	4.85	14156.9	1
DOK CHEMBL1075435	IC50	4.81	4.81	15332.9	1
D-423MG CHEMBL2366134	IC50	4.81	4.81	15523.6	1
Hs-578T CHEMBL614645	IC50	4.81	4.81	15418.2	1
DBTRG-05MG CHEMBL614801	IC50	4.81	4.81	15611.1	1
VM-CUB-1 CHEMBL1075607	IC50	4.8	4.8	15984.9	1
8305C CHEMBL1075386	IC50	4.79	4.79	16188.9	1
KG-1 CHEMBL612264	IC50	4.79	4.79	16099.6	1
Huh-7 CHEMBL614039	IC50	4.79	4.79	16267.4	1
LXF-289 cell line CHEMBL614107	IC50	4.79	4.79	16274.7	1
ChaGo-K-1 CHEMBL1075421	IC50	4.78	4.78	16656.8	1
NCI-H1793 CHEMBL1075526	IC50	4.78	4.78	16471.2	1
GCIY CHEMBL2366234	IC50	4.78	4.78	16790.5	1
SK-MEL-28 CHEMBL614919	IC50	4.77	4.77	17047.5	1
SNU1 CHEMBL614931	IC50	4.77	4.77	17126.9	1
NCI-H82 CHEMBL2366077	IC50	4.76	4.76	17457.2	1
CTB-1 CHEMBL2366344	IC50	4.76	4.76	17225.9	1
HCC 2998 CHEMBL613855	IC50	4.75	4.75	17673.3	1
NCI-H2030 CHEMBL1075530	IC50	4.74	4.74	18199.7	1
HuP-T3 CHEMBL1075477	IC50	4.73	4.73	18588.8	1
MLMA CHEMBL2366211	IC50	4.72	4.72	19055.7	1
697 CHEMBL2366253	IC50	4.72	4.72	19020.1	1
HCC70 CHEMBL1075461	IC50	4.71	4.71	19489.0	1
A704 CHEMBL614567	IC50	4.7	4.7	19830.5	1
D283 Med CHEMBL614476	IC50	4.69	4.69	20533.9	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Serine-protein kinase ATM	Ki	=	2.2	nM	8.66	Inhibition of ATM	15975507
Serine-protein kinase ATM	IC50	=	13.0	nM	7.89	Inhibition of full length recombinant ATM after 24 hrs by radiometric phosphate ...	21413798
Serine-protein kinase ATM	IC50	=	13.0	nM	7.89	Inhibition of ATM (unknown origin) by ELISA method	37438997
Unchecked	IC50	=	12.9	nM	7.89	Inhibition of Toxoplasma gondii ATM	34894691
Serine-protein kinase ATM	IC50	=	13.0	nM	7.89	Inhibition of ATM (unknown origin) by biochemical assay	30840447
Serine-protein kinase ATM	IC50	=	13.0	nM	7.89	Inhibition of ATM kinase	17371003
Serine-protein kinase ATM	IC50	=	13.0	nM	7.89	Inhibition of human ATM using p53 as substrate preincubated for 10 mins by ELISA	26632965
Serine-protein kinase ATM	IC50	=	12.9	nM	7.89	Inhibition of human HeLa nuclear extract derived ATM using glutathioneS-transfer...	33135887
Serine-protein kinase ATM	IC50	=	14.0	nM	7.85	Inhibition of ATM isolated from human HeLa cell extract using glutathione S-tran...	22835870
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	133.0	nM	6.88	Inhibition of human recombinant PI3Kbeta using PIP2/ATP as substrate incubated f...	27259031
DNA-dependent protein kinase catalytic subunit	IC50	=	183.0	nM	6.74	Inhibition of DNAPK (unknown origin) using p53-based peptide substrate preincuba...	27259031
Serine-protein kinase ATM	IC50	=	250.0	nM	6.6	Inhibition of ATM in human U2OS cells assessed as inhibition of p53 phosphorylat...	26632965
Serine-protein kinase ATM	IC50	=	250.0	nM	6.6	Competitive inhibition of ATM (unknown origin) measured by ATP-competitive bindi...	35231830
Serine-protein kinase ATM	IC50	=	300.0	nM	6.52	Inhibition of ATM kinase in human MCF7 cells after 1 hr by immunofluorescence as...	26632965
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	458.0	nM	6.34	Inhibition of human recombinant PI3Kalpha using PIP2/ATP as substrate incubated ...	27259031
Serine-protein kinase ATM	IC50	=	1220.0	nM	5.91	Inhibition of ATM phosphorylation at Ser-1981 residue in human HT-29 cells incub...	27259031
DNA-dependent protein kinase catalytic subunit	IC50	=	1800.0	nM	5.75	Inhibition of DNA-PK in HeLa cell nuclear extracts	17371003
Toxoplasma gondii	IC50	=	2150.0	nM	5.67	Antiparasitic activity against wild-type Toxoplasma gondii RH tachyzoites infect...	34894691
DNA-dependent protein kinase catalytic subunit	IC50	=	2500.0	nM	5.6	Inhibition of DNAPK after 2 hrs by radiometric phosphate incorporation assay	21413798
DU-145	IC50	=	3273.52	nM	5.49	SANGER: Inhibition of human DU-145 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
26254279	10.18632/oncotarget.4214	Unchecked	9
-	10.6019/CHEMBL5724696	U2OS	8
26632965	10.1021/acs.jmedchem.5b01092	Serine-protein kinase ATM	6
23398362	10.1042/bj20121418	Tyrosine-protein kinase Lck	4
16707462	10.1158/0008-5472.can-05-4275	Unchecked	4
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
23398362	10.1042/bj20121418	Protein kinase C beta type	4
23398362	10.1042/bj20121418	cGMP-dependent protein kinase 1	4
23398362	10.1042/bj20121418	Tyrosine-protein kinase HCK	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase mTOR	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4
23398362	10.1042/bj20121418	Cyclin-dependent kinase 5/CDK5 activator 1	4
23398362	10.1042/bj20121418	Insulin-like growth factor 1 receptor	4
23398362	10.1042/bj20121418	Insulin receptor	4
23398362	10.1042/bj20121418	Serine/threonine-protein kinase MARK1	2
23398362	10.1042/bj20121418	SRSF protein kinase 3	2
23398362	10.1042/bj20121418	Serine/threonine-protein kinase Nek7	2
23398362	10.1042/bj20121418	Tyrosine-protein kinase ABL2	2
23398362	10.1042/bj20121418	Serine/threonine-protein kinase 4	2
23398362	10.1042/bj20121418	Serine/threonine-protein kinase NLK	2

Data from ChEMBL 36 via Core Engine