Compound Detail

CHEMBL240954

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CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@@H](O)[C@H](Oc2c(-c3ccc(O)cc3)oc3cc(O)cc(O)c3c2=O)O[C@H]1C

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL240954
Phase	Preclinical
Structure Type	MOL
InChI Key	SXOZSDJHGMAEGZ-IGKKHSBFSA-N

142

Targets

582

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

516.5

MW (Da)

1.92

ALogP

HBA

HBD

182.2

PSA (Å²)

0.36

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	C25H24O12
MW	516.46
Aromatic Rings	3
Heavy Atoms	37
NP-Likeness	1.96

Activity Summary

IC50 582 meas. best 7.05

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Ribosomal protein S6 kinase alpha-3 CHEMBL2345	IC50	7.05	6.4217	89.0	6
Ribosomal protein S6 kinase alpha-1 CHEMBL2553	IC50	7.05	7.05	89.0	1
HuO-3N1 CHEMBL1075475	IC50	5.56	5.56	2775.0	1
BV-173 CHEMBL2366145	IC50	5.52	5.52	3014.1	1
MDA-MB-231 CHEMBL400	IC50	5.52	5.52	3000.0	1
HCC2218 CHEMBL2366221	IC50	5.42	5.42	3837.1	1
CAL-72 CHEMBL1075414	IC50	5.41	5.41	3885.3	1
A 172 CHEMBL614512	IC50	5.32	5.32	4771.7	1
NCI-H82 CHEMBL2366077	IC50	5.3	5.3	5062.2	1
HCC2157 CHEMBL2366126	IC50	5.25	5.25	5652.0	1
CTB-1 CHEMBL2366344	IC50	5.13	5.13	7321.6	1
DU-4475 CHEMBL2366246	IC50	5.12	5.12	7649.5	1
SK-MEL3 CHEMBL614920	IC50	5.11	5.11	7738.4	1
SK-MEL-1 CHEMBL614916	IC50	5.04	5.04	9049.3	1
SBC-1 CHEMBL2366327	IC50	5.0	5.0	10043.2	1
EW-13 CHEMBL2366124	IC50	4.94	4.94	11381.4	1
CHP-134 CHEMBL2366128	IC50	4.94	4.94	11563.5	1
SK-N-DZ CHEMBL1075579	IC50	4.93	4.93	11704.5	1
MV4-11 CHEMBL613835	IC50	4.93	4.93	11730.9	1
CCRF-CEM CHEMBL382	IC50	4.9	4.9	12668.6	1
EM-2 CHEMBL2366281	IC50	4.89	4.89	12796.2	1
NBsusSR CHEMBL2366150	IC50	4.88	4.88	13316.9	1
SK-LU-1 CHEMBL614913	IC50	4.85	4.85	14254.3	1
SK-MEL-30 CHEMBL1075577	IC50	4.83	4.83	14642.8	1
HCC70 CHEMBL1075461	IC50	4.82	4.455	15000.0	2
NY CHEMBL1075552	IC50	4.82	4.82	14997.0	1
KARPAS-299 CHEMBL2366156	IC50	4.82	4.82	14995.0	1
MS-1 CHEMBL2366125	IC50	4.77	4.77	16855.7	1
J-RT3-T3-5 CHEMBL2366219	IC50	4.77	4.77	16856.7	1
C32 CHEMBL1075401	IC50	4.75	4.75	17660.6	1
NCI-H526 CHEMBL2366102	IC50	4.75	4.75	17987.8	1
MN-60 CHEMBL2366070	IC50	4.74	4.74	18099.3	1
EW-3 CHEMBL2366307	IC50	4.74	4.74	18313.5	1
Daoy CHEMBL612519	IC50	4.71	4.71	19393.9	1
SK-PN-DW CHEMBL2366108	IC50	4.69	4.69	20564.1	1
Cytochrome P450 3A4 CHEMBL340	IC50	4.69	4.69	20600.0	1
HTC-C3 CHEMBL1075472	IC50	4.67	4.67	21602.1	1
KG-1 CHEMBL612264	IC50	4.66	4.66	22032.6	1
DBTRG-05MG CHEMBL614801	IC50	4.66	4.66	21709.0	1
H9 CHEMBL614806	IC50	4.65	4.65	22289.3	1
SK-NEP-1 CHEMBL1075580	IC50	4.62	4.62	23896.9	1
NCI-H1304 CHEMBL2366266	IC50	4.6	4.6	25059.3	1
HCC1954 CHEMBL1075459	IC50	4.59	4.59	25661.7	1
IST-MES1 CHEMBL2366194	IC50	4.59	4.59	25601.6	1
COLO-684 CHEMBL2366176	IC50	4.58	4.58	26150.6	1
SHP77 CHEMBL612569	IC50	4.58	4.58	26520.9	1
HSC-3 CHEMBL612279	IC50	4.57	4.57	27013.9	1
U-251 CHEMBL615022	IC50	4.57	4.57	26766.1	1
769-P CHEMBL1075385	IC50	4.56	4.56	27783.9	1
VM-CUB-1 CHEMBL1075607	IC50	4.55	4.55	28192.7	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Cmax	3584.01	nM	Mus musculus
T1/2	0.4	hr	Mus musculus
T1/2	0.15	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Ribosomal protein S6 kinase alpha-3	IC50	=	89.0	nM	7.05	Inhibition of his-tagged active RSK2 (unknown origin) expressed in Sf9 cells aft...	25147152
Ribosomal protein S6 kinase alpha-3	IC50	=	89.0	nM	7.05	Inhibition of GST-fused RSK2 (unknown origin) after 10 to 45 mins by immunoblott...	23434140
Ribosomal protein S6 kinase alpha-1	IC50	=	89.0	nM	7.05	Inhibition of RSK1 (unknown origin)	36898330
Ribosomal protein S6 kinase alpha-3	IC50	=	370.0	nM	6.43	Inhibition of RSK2 (unknown origin) assessed as phosphorylation by Western light...	25589938
Ribosomal protein S6 kinase alpha-3	IC50	=	583.0	nM	6.23	Inhibition of His-tagged RSK2 expressed in Sf9 cells using ERalpha-Ser167 RLASTN...	22464132
Ribosomal protein S6 kinase alpha-3	IC50	=	990.0	nM	6.0	Inhibition of recombinant RSK2 (unknown origin) expressed in baculovirus infecte...	23519677
Ribosomal protein S6 kinase alpha-3	IC50	=	1710.0	nM	5.77	Inhibition of RSK2 (unknown origin)	36898330
HuO-3N1	IC50	=	2775.01	nM	5.56	SANGER: Inhibition of human HuO-3N1 cell growth in a cell viability assay.	-
BV-173	IC50	=	3014.12	nM	5.52	SANGER: Inhibition of human BV-173 cell growth in a cell viability assay.	-
MDA-MB-231	IC50	=	3000.0	nM	5.52	Anticancer activity against human MDA-MB-231 cells assessed as cell growth inhib...	33650861
HCC2218	IC50	=	3837.08	nM	5.42	SANGER: Inhibition of human HCC2218 cell growth in a cell viability assay.	-
CAL-72	IC50	=	3885.27	nM	5.41	SANGER: Inhibition of human CAL-72 cell growth in a cell viability assay.	-
A 172	IC50	=	4771.72	nM	5.32	SANGER: Inhibition of human A172 cell growth in a cell viability assay.	-
NCI-H82	IC50	=	5062.16	nM	5.3	SANGER: Inhibition of human NCI-H82 cell growth in a cell viability assay.	-
HCC2157	IC50	=	5652.01	nM	5.25	SANGER: Inhibition of human HCC2157 cell growth in a cell viability assay.	-
CTB-1	IC50	=	7321.56	nM	5.13	SANGER: Inhibition of human CTB-1 cell growth in a cell viability assay.	-
DU-4475	IC50	=	7649.48	nM	5.12	SANGER: Inhibition of human DU-4475 cell growth in a cell viability assay.	-
SK-MEL3	IC50	=	7738.35	nM	5.11	SANGER: Inhibition of human SK-MEL-3 cell growth in a cell viability assay.	-
SK-MEL-1	IC50	=	9049.28	nM	5.04	SANGER: Inhibition of human SK-MEL-1 cell growth in a cell viability assay.	-
SBC-1	IC50	=	10043.19	nM	5.0	SANGER: Inhibition of human SBC-1 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
22464132	10.1016/j.bmcl.2012.03.033	MCF7	7
23519677	10.1021/ml300298v	Mus musculus	4
23519677	10.1021/ml300298v	Ribosomal protein S6 kinase alpha-3	3
25589938	10.1021/ml5004525	Ribosomal protein S6 kinase alpha-1	2
23519677	10.1021/ml300298v	Plasma	2
25589938	10.1021/ml5004525	MCF7	2
17850214	10.1042/bj20070797	Unchecked	2
17850214	10.1042/bj20070797	Serine/threonine-protein kinase PAK 6	1
17850214	10.1042/bj20070797	RAC-beta serine/threonine-protein kinase	1
17850214	10.1042/bj20070797	RAC-alpha serine/threonine-protein kinase	1
36898330	10.1016/j.ejmech.2023.115229	Ribosomal protein S6 kinase alpha-3	1
17850214	10.1042/bj20070797	Serine/threonine-protein kinase pim-2	1
17850214	10.1042/bj20070797	Serine/threonine-protein kinase pim-1	1
17850214	10.1042/bj20070797	3-phosphoinositide-dependent protein kinase 1	1
17850214	10.1042/bj20070797	Serine/threonine-protein kinase PAK 4	1
17850214	10.1042/bj20070797	Mitogen-activated protein kinase 12	1
17850214	10.1042/bj20070797	Ribosomal protein S6 kinase alpha-1	1
17850214	10.1042/bj20070797	Rho-associated protein kinase 2	1
15270556	10.1021/np030556a	Cytochrome P450 2D6	1
15270556	10.1021/np030556a	Cytochrome P450 3A4	1

Data from ChEMBL 36 via Core Engine