Compound Detail

CHEMBL28457

ALKANNIN

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CC(C)=CC[C@H](O)C1=CC(=O)c2c(O)ccc(O)c2C1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL28457
Name	ALKANNIN
Phase	Preclinical
Structure Type	MOL
InChI Key	NEZONWMXZKDMKF-JTQLQIEISA-N

Known Names

E103

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

288.3

MW (Da)

2.12

ALogP

HBA

HBD

94.8

PSA (Å²)

0.58

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	C16H16O5
MW	288.30
Aromatic Rings	1
Heavy Atoms	21
NP-Likeness	2.15

Activity Summary

IC50 46 meas. best 6.57

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
COP9 signalosome complex subunit 5 CHEMBL4105809	IC50	6.57	6.335	270.0	2
Vero CHEMBL391	IC50	6.16	6.16	700.0	1
SK-BR-3 CHEMBL613834	IC50	6.11	5.755	780.0	2
HCT-116 CHEMBL394	IC50	6.08	5.74	830.0	2
AU565 CHEMBL1075393	IC50	6.05	6.05	900.0	1
Pyruvate kinase PKM CHEMBL1075189	IC50	6.05	6.05	900.0	2
HeLa CHEMBL399	IC50	6.04	6.04	910.0	1
HCT-15 CHEMBL612263	IC50	5.96	5.96	1110.0	1
K562 CHEMBL385	IC50	5.89	5.8667	1300.0	3
A-375 CHEMBL613859	IC50	5.85	5.85	1420.0	1
Fibroblast CHEMBL5314315	IC50	5.82	5.785	1500.0	2
ADMET CHEMBL612558	IC50	5.82	5.82	1500.0	1
SAOS-2 CHEMBL614894	IC50	5.64	5.64	2310.0	1
MCF7 CHEMBL387	IC50	5.62	5.546	2400.0	5
PC-3 CHEMBL390	IC50	5.49	5.49	3250.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.42	5.42	3840.0	1
HepG2 CHEMBL395	IC50	5.42	5.3767	3800.0	3
NCI-H1299 CHEMBL612255	IC50	5.4	5.4	4000.0	1
SW-620 CHEMBL612262	IC50	5.4	5.4	4000.0	1
A549 CHEMBL392	IC50	5.4	5.4	4000.0	1
SW480 CHEMBL612544	IC50	5.4	5.4	4000.0	1
NCI-H460 CHEMBL396	IC50	5.4	5.4	4000.0	1
Huh-7 CHEMBL614039	IC50	5.4	5.4	4000.0	1
BT-549 CHEMBL614072	IC50	5.4	5.4	4000.0	1
MDA-MB-468 CHEMBL614335	IC50	5.4	5.4	4000.0	1
MDA-MB-231 CHEMBL400	IC50	5.4	5.385	4000.0	2
HT-29 CHEMBL384	IC50	5.39	5.39	4030.0	1
DU-145 CHEMBL613508	IC50	5.3	4.9	5020.0	3
NIH3T3 CHEMBL614822	IC50	5.28	5.28	5210.0	1
LNCaP CHEMBL612518	IC50	4.97	4.97	10740.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
COP9 signalosome complex subunit 5	IC50	=	270.0	nM	6.57	Inhibition of N-terminal His6-tagged CSN5 (2 to 257 residues) (unknown origin) t...	39129245
Vero	IC50	=	700.0	nM	6.16	Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay	20405844
SK-BR-3	IC50	=	780.0	nM	6.11	Cytotoxicity against human SKBR3 cells after 48 hrs by MTT assay	20405844
COP9 signalosome complex subunit 5	IC50	=	800.0	nM	6.1	Inhibition of N-terminal His6-tagged CSN5 (2 to 257 residues) (unknown origin) t...	39129245
HCT-116	IC50	=	830.0	nM	6.08	Antiproliferative activity against human HCT-116 cells assessed as inhibition of...	39129245
AU565	IC50	=	900.0	nM	6.05	Cytotoxicity against human AU565 cells after 48 hrs by MTT assay	20405844
Pyruvate kinase PKM	IC50	=	900.0	nM	6.05	Inhibition of PKM2 (unknown origin)	34726055
Pyruvate kinase PKM	IC50	=	900.0	nM	6.05	Inhibition of PKM2 (unknown origin) Hie78, Lys207, Asn75, Ile51, Ser362, Ser205,...	34726055
HeLa	IC50	=	910.0	nM	6.04	Cytotoxicity against human HeLa cells after 48 hrs by MTT assay	20405844
HCT-15	IC50	=	1110.0	nM	5.96	Anticancer activity against human HCT-15 cells assessed as reduction in cell via...	35367708
K562	IC50	=	1300.0	nM	5.89	Cytotoxicity against human K562 cells by MTT assay	25127868
K562	IC50	=	1300.0	nM	5.89	Anticancer activity against human K562 cells assessed as reduction in cell viabi...	35367708
A-375	IC50	=	1420.0	nM	5.85	Antiproliferative activity against human A-375 cells assessed as inhibition of c...	39129245
ADMET	IC50	=	1500.0	nM	5.82	Cytotoxicity against human skin fibroblast cells by MTT assay	25127868
K562	IC50	=	1500.0	nM	5.82	Anticancer activity against human K562 cells assessed as reduction in cell viabi...	35367708
Fibroblast	IC50	=	1500.0	nM	5.82	Cytotoxicity against human skin fibroblast cells assessed as reduction in cell v...	35367708
Fibroblast	IC50	=	1800.0	nM	5.75	Cytotoxicity against human skin fibroblast cells incubated for 24 hrs by MTT ass...	35367708
SAOS-2	IC50	=	2310.0	nM	5.64	Cytotoxicity against human Saos2 cells after 48 hrs by MTT assay	20405844
MCF7	IC50	=	2400.0	nM	5.62	Anticancer activity against human MCF7 cells assessed as reduction in cell viabi...	35367708
MCF7	IC50	=	2400.0	nM	5.62	Cytotoxicity against human MCF7 cells by MTT assay	25127868

Literature References

PubMed	DOI	Target Context	# Activities
12502328	10.1021/np010599w	Staphylococcus aureus	6
12502328	10.1021/np010599w	Enterococcus faecalis	6
3760886	10.1021/np50045a014	Rattus norvegicus	4
39129245	10.1021/acs.jmedchem.4c01514	COP9 signalosome complex subunit 5	3
12502328	10.1021/np010599w	Enterococcus faecium	3
34726055	10.1021/acs.jmedchem.1c00981	Pyruvate kinase PKM	2
35367708	10.1016/j.ejmech.2022.114314	MCF7	2
35367708	10.1016/j.ejmech.2022.114314	Fibroblast	2
38458106	10.1016/j.ejmech.2024.116249	SW480	2
35367708	10.1016/j.ejmech.2022.114314	K562	2
12502328	10.1021/np010599w	Escherichia coli	1
20405844	10.1021/np900778j	LNCaP	1
20405844	10.1021/np900778j	HepG2	1
39129245	10.1021/acs.jmedchem.4c01514	A-375	1
20405844	10.1021/np900778j	MDA-MB-231	1
20405844	10.1021/np900778j	HT-29	1
12502328	10.1021/np010599w	Pseudomonas aeruginosa	1
12502328	10.1021/np010599w	HeLa	1
12502328	10.1021/np010599w	OVCAR-3	1
11992780	10.1016/s0960-894x(02)00158-0	HL-60	1

Data from ChEMBL 36 via Core Engine