Compound Detail

CHEMBL4298697

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

C=C1C(=O)O[C@@H]2C3O[C@]3(C)CC/C=C(\C)CC[C@@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4298697
Phase	Preclinical
Structure Type	MOL
InChI Key	KTEXNACQROZXEV-TZNSAIHPSA-N

204

Targets

503

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

248.3

MW (Da)

2.76

ALogP

HBA

HBD

38.8

PSA (Å²)

0.29

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	C15H20O3
MW	248.32
Aromatic Rings	0
Heavy Atoms	18
NP-Likeness	3.93

Activity Summary

IC50 480 meas. best 6.41

EC50 19 meas. best 6.9

Ki 4 meas. best 4.97

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NON-PROTEIN TARGET CHEMBL3879801	EC50	6.9	5.5078	125.9	9
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	6.41	6.41	390.0	1
Unchecked CHEMBL612545	IC50	6.4	5.5625	400.0	12
Nuclear factor NF-kappa-B complex CHEMBL2094258	IC50	6.33	5.9	467.0	2
697 CHEMBL2366253	IC50	6.33	6.33	464.6	1
NCI-H2196 CHEMBL1075535	IC50	6.19	6.19	645.4	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	6.1	6.1	800.0	1
HL-60 CHEMBL383	IC50	6.05	5.4067	900.0	6
Nitric oxide synthase, inducible CHEMBL3464	IC50	5.98	5.54	1050.0	2
RAW264.7 CHEMBL612557	IC50	5.94	5.82	1150.0	2
no-10 CHEMBL2366071	IC50	5.87	5.87	1335.8	1
HEK293 CHEMBL614818	IC50	5.82	5.5	1500.0	2
FHC CHEMBL614654	IC50	5.81	5.81	1560.0	1
NB17 CHEMBL2366064	IC50	5.76	5.76	1715.9	1
Jurkat CHEMBL397	IC50	5.72	5.72	1900.0	1
Unchecked CHEMBL612545	EC50	5.72	5.2638	1900.0	8
T-cell CHEMBL614309	IC50	5.71	5.71	1960.0	1
MRK-nu-1 CHEMBL2366325	IC50	5.7	5.7	2011.0	1
HeLa CHEMBL399	IC50	5.68	5.46	2100.0	2
U-937 CHEMBL612794	IC50	5.66	5.66	2200.0	1
A3-KAW CHEMBL2366273	IC50	5.64	5.64	2288.1	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.64	5.1284	2300.0	25
MCF7 CHEMBL387	IC50	5.62	5.268	2400.0	5
HCT-116 CHEMBL394	IC50	5.62	5.3125	2410.0	4
SF-539 CHEMBL614860	IC50	5.61	5.61	2473.0	1
C6 CHEMBL614657	IC50	5.6	5.3467	2500.0	3
A-431 CHEMBL614069	IC50	5.59	5.59	2570.0	1
NCM460 CHEMBL4483264	IC50	5.56	5.56	2780.0	1
SCC-3 CHEMBL2366081	IC50	5.55	5.55	2799.7	1
Platelet CHEMBL4296519	IC50	5.52	5.52	3030.0	1
SUM-159-PT CHEMBL4483269	IC50	5.51	5.51	3060.0	1
HEL CHEMBL613888	IC50	5.5	5.5	3181.1	1
HT-29 CHEMBL384	IC50	5.47	5.3	3380.0	2
MDA-MB-231 CHEMBL400	IC50	5.46	5.26	3480.0	2
KG-1a CHEMBL4296453	IC50	5.46	5.46	3500.0	1
SW480 CHEMBL612544	IC50	5.45	5.135	3560.0	2
TK-10 CHEMBL614056	IC50	5.43	5.43	3710.0	1
CTB-1 CHEMBL2366344	IC50	5.41	5.41	3852.9	1
4T1 CHEMBL612589	IC50	5.39	5.39	4090.0	1
Bel-7402 CHEMBL614279	IC50	5.39	5.225	4100.0	2
SW1353 CHEMBL614944	IC50	5.39	5.39	4100.0	1
U-87 MG CHEMBL614247	IC50	5.36	5.0175	4380.0	4
SK-N-DZ CHEMBL1075579	IC50	5.33	5.33	4651.8	1
Bcap37 CHEMBL613842	IC50	5.33	5.33	4630.0	1
SK-MEL-28 CHEMBL614919	IC50	5.31	5.31	4900.0	1
OS-RC-2 CHEMBL2366188	IC50	5.27	5.27	5420.1	1
NIH3T3 CHEMBL614822	IC50	5.27	5.21	5350.0	2
KS-1 CHEMBL2366228	IC50	5.26	5.26	5511.3	1
HepG2 CHEMBL395	IC50	5.25	4.8667	5600.0	3
UACC-257 CHEMBL612796	IC50	5.24	5.24	5711.2	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.34	hr	Mus musculus
T1/2	1.392	hr	Homo sapiens
T1/2	0.2783	hr	Rattus norvegicus
T1/2	0.6167	hr	Homo sapiens
T1/2	1.1	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NON-PROTEIN TARGET	EC50	=	125.89	nM	6.9	Antipyroptotic activity in PMA-differentiated and LPS-primed human THP1 cells as...	25418070
Trypanosoma brucei rhodesiense	IC50	=	390.0	nM	6.41	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 bloods...	29244495
Unchecked	IC50	=	400.0	nM	6.4	Inhibition of TNFalpha stimulated NF-kappaB (unknown origin) expressed in HEK293...	29664292
Nuclear factor NF-kappa-B complex	IC50	=	467.0	nM	6.33	Inhibition of TNF-alpha stimulated NF-KappaB in human HEK293 cells transfected w...	34445874
697	IC50	=	464.58	nM	6.33	SANGER: Inhibition of human 697 cell growth in a cell viability assay.	-
NON-PROTEIN TARGET	EC50	=	501.19	nM	6.3	Antipyroptotic activity in PMA-differentiated and LPS-primed human THP1 cells as...	25418070
NCI-H2196	IC50	=	645.37	nM	6.19	SANGER: Inhibition of human NCI-H2196 cell growth in a cell viability assay.	-
Prostaglandin G/H synthase 2	IC50	=	800.0	nM	6.1	Inhibition of COX2	16038536
HL-60	IC50	=	900.0	nM	6.05	Antiproliferative activity against human HL60 cells after 72 hrs by WST1 based a...	18262418
Nitric oxide synthase, inducible	IC50	=	1050.0	nM	5.98	Inhibition of iNOS in mouse RAW264.7 cells assessed as LPS-induced nitric oxide ...	24471493
RAW264.7	IC50	=	1150.0	nM	5.94	Inhibition of NF-kappaB activation in LPS-stimulated RAW264.7 cells after 24 hrs	17338565
no-10	IC50	=	1335.78	nM	5.87	SANGER: Inhibition of human no-10 cell growth in a cell viability assay.	-
Unchecked	IC50	=	1400.0	nM	5.85	Inhibition of NFkappaB activity transfected in HEK293 cells pretreated for 1 hr ...	21800856
Unchecked	IC50	=	1430.0	nM	5.84	Antiproliferative activity against human H1975-1 harboring EGFR L858R/T790M muta...	31889606
HEK293	IC50	=	1500.0	nM	5.82	Anti-inflammatory activity against TNFalpha-induced HEK293 cells assessed as inh...	37683361
Unchecked	IC50	=	1500.0	nM	5.82	Inhibition of TNF-alpha induced NF-kappaB activation in HEK293-A cells incubated...	37683361
Unchecked	IC50	=	1500.0	nM	5.82	Inhibition of NF-kappaB activity in TNF-alpha stimulated human HEK-293/NF-kB-luc...	24467387
FHC	IC50	=	1560.0	nM	5.81	Cytotoxicity against human FHC cells	30006167
Unchecked	IC50	=	1630.0	nM	5.79	Inhibition of PMA-induced NFkappaB transcriptional activity in human SW1353 cell...	24471493
NB17	IC50	=	1715.94	nM	5.76	SANGER: Inhibition of human NB17 cell growth in a cell viability assay.	-

Literature References

PubMed	DOI	Target Context	# Activities
29350920	10.1021/acs.jnatprod.7b01079	MOLM-13	15
29350920	10.1021/acs.jnatprod.7b01079	EOL1	15
27232656	10.1021/acs.jnatprod.5b01049	NON-PROTEIN TARGET	10
22985027	10.1021/jm301064b	NON-PROTEIN TARGET	10
24928404	10.1016/j.bmcl.2014.05.059	NON-PROTEIN TARGET	10
28068601	10.1016/j.ejmech.2016.12.044	KG-1a	9
19734910	10.1038/nchembio.215	Plasmodium falciparum	6
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
26540463	10.1021/acs.jmedchem.5b01187	NON-PROTEIN TARGET	6
31553932	10.1016/j.ejmech.2019.111706	Bel7402/5-FU	5
28525840	10.1016/j.ejmech.2017.05.031	Unchecked	5
30739826	10.1016/j.ejmech.2019.01.058	SUM-159-PT	5
30006167	10.1016/j.ejmech.2018.06.058	HCT-116	5
25190466	10.1016/j.bmcl.2014.07.093	Nuclear factor NF-kappa-B complex	5
33479649	10.1039/D0MD00062K	Schistosoma mansoni	4
25418070	10.1021/jm501072b	NON-PROTEIN TARGET	4
25418070	10.1021/jm501072b	Caspase-1	4
30121494	10.1016/j.ejmech.2018.08.010	Unchecked	4
22985027	10.1021/jm301064b	Unchecked	4
-	10.6019/CHEMBL4808148	Histone deacetylase 6	4

Data from ChEMBL 36 via Core Engine