Compound Detail

CHEMBL399454

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COc1cc2c3c(c4cc(OC)c(OC)cc4c2cc1OC)[C@H](O)[C@@H]1CCCN1C3

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL399454
Phase	Preclinical
Structure Type	MOL
InChI Key	JWHWLMNMGLICQZ-MHECFPHRSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

409.5

MW (Da)

4.04

ALogP

HBA

HBD

60.4

PSA (Å²)

0.66

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	C24H27NO5
MW	409.48
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	0.90

Activity Summary

IC50 43 meas. best 7.7

EC50 1 meas. best 7.5

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NON-PROTEIN TARGET CHEMBL3879801	IC50	7.7	7.355	20.0	2
Hepatitis C virus CHEMBL379	EC50	7.5	7.5	31.5	1
RAW264.7 CHEMBL612557	IC50	7.44	7.36	36.0	2
KB CHEMBL398	IC50	7.24	7.24	58.2	1
Unchecked CHEMBL612545	IC50	7.19	6.752	65.2	5
K562 CHEMBL385	IC50	7.01	7.01	98.4	1
HepG2 2.2.15 CHEMBL4296438	IC50	7.0	7.0	98.9	1
Bel-7402 CHEMBL614279	IC50	6.96	6.96	110.0	2
K562/Adr CHEMBL4296449	IC50	6.86	6.86	137.5	1
MKN-45 CHEMBL614354	IC50	6.78	6.78	166.7	1
786-0 CHEMBL613102	IC50	6.78	6.78	166.7	1
SMMC-7721 CHEMBL613831	IC50	6.78	6.78	166.7	1
Huh-7 CHEMBL614039	IC50	6.78	6.78	166.7	1
BEL-7404 tumor cell line CHEMBL614280	IC50	6.78	6.78	166.7	1
SK-OV-3 CHEMBL614925	IC50	6.78	6.78	166.7	1
T47D CHEMBL614361	IC50	6.78	6.78	166.7	1
BXPC-3 CHEMBL614530	IC50	6.78	6.78	166.7	1
COLO 205 CHEMBL614561	IC50	6.78	6.78	166.7	1
SGC-7901 CHEMBL614909	IC50	6.78	6.78	166.7	1
SK-HEP1 CHEMBL614912	IC50	6.78	6.78	166.7	1
Detroit 562 CHEMBL1075432	IC50	6.78	6.78	166.7	1
SU-DHL-6 CHEMBL4296496	IC50	6.78	6.78	166.7	1
Hep 3B2 CHEMBL4296437	IC50	6.78	6.78	166.7	1
MDA-MB-231 CHEMBL400	IC50	6.78	6.78	166.7	1
HeLa CHEMBL399	IC50	6.78	6.78	166.7	1
HepG2 CHEMBL395	IC50	6.78	6.78	166.7	1
HCT-116 CHEMBL394	IC50	6.78	6.78	166.7	1
PC-3 CHEMBL390	IC50	6.78	6.78	166.7	1
MCF7 CHEMBL387	IC50	6.78	6.78	166.7	1
U-118-MG CHEMBL1075602	IC50	6.78	6.78	166.7	1
SJRH30 CHEMBL1075575	IC50	6.78	6.78	166.7	1
MDA-MB-157 CHEMBL1075496	IC50	6.78	6.78	166.7	1
HL-60 CHEMBL383	IC50	6.67	6.67	212.8	2
HL60/MX2 CHEMBL4296431	IC50	6.55	6.55	278.3	1
A549 CHEMBL392	IC50	6.55	6.55	283.0	1
Transcription factor Jun CHEMBL4977	IC50	5.97	5.97	1067.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NON-PROTEIN TARGET	IC50	=	20.0	nM	7.7	Antiinflammatory activity against BALB/c mouse splenocytes assessed as inhibitio...	25221661
Hepatitis C virus	EC50	=	31.5	nM	7.5	Antiviral activity against HCV genotype 1b con1 infected in human Huh-luc/neo-ET...	29317151
RAW264.7	IC50	=	36.0	nM	7.44	Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of...	25221661
RAW264.7	IC50	=	53.0	nM	7.28	Cytotoxicity against mouse RAW264.7 cells after 48 hrs by MTT assay	25221661
KB	IC50	=	58.2	nM	7.24	Antiproliferative activity against human KB cells after 72 hrs by SRB assay	28333459
Unchecked	IC50	=	65.2	nM	7.19	Antiproliferative activity against human KB/VCR cells after 72 hrs by SRB assay	28333459
Unchecked	IC50	=	91.0	nM	7.04	Cytotoxicity against human Huh-luc/neo-ET cells assessed as cell growth inhibiti...	29317151
NON-PROTEIN TARGET	IC50	=	97.0	nM	7.01	Antiinflammatory activity against BALB/c mouse splenocytes assessed as inhibitio...	25221661
K562	IC50	=	98.4	nM	7.01	Antiproliferative activity against human K562 cells after 72 hrs by MTT assay	28333459
HepG2 2.2.15	IC50	=	98.9	nM	7.0	Cytotoxicity against human HepG2(2.2.15) cells assessed as cell growth inhibitio...	29317151
Bel-7402	IC50	=	110.0	nM	6.96	Antiproliferative activity against human Bel7402 cells assessed as reduction in ...	28333459
Bel-7402	IC50	=	110.0	nM	6.96	Antiproliferative activity against human Bel-7402 cells after 72 hrs by SRB assa...	31171403
K562/Adr	IC50	=	137.5	nM	6.86	Antiproliferative activity against human K562/ADR cells after 72 hrs by MTT assa...	28333459
HepG2	IC50	=	166.7	nM	6.78	Antiproliferative activity against human HepG2 cells after 72 hrs by SRB assay	28333459
Unchecked	IC50	=	166.7	nM	6.78	Antiproliferative activity against human Zip-177 cells after 72 hrs by SRB assay	28333459
BXPC-3	IC50	=	166.7	nM	6.78	Antiproliferative activity against human BxPC3 cells after 72 hrs by SRB assay	28333459
SMMC-7721	IC50	=	166.7	nM	6.78	Antiproliferative activity against human SMMC7721 cells after 72 hrs by SRB assa...	28333459
COLO 205	IC50	=	166.7	nM	6.78	Antiproliferative activity against human COLO205 cells after 72 hrs by SRB assay	28333459
HCT-116	IC50	=	166.7	nM	6.78	Antiproliferative activity against human HCT116 cells after 72 hrs by SRB assay	28333459
HeLa	IC50	=	166.7	nM	6.78	Antiproliferative activity against human HeLa cells after 72 hrs by SRB assay	28333459

Literature References

PubMed	DOI	Target Context	# Activities
28333459	10.1021/acs.jmedchem.6b01502	Bel-7402	24
28333459	10.1021/acs.jmedchem.6b01502	Unchecked	9
23035814	10.1021/jf303550a	Tobacco mosaic virus	8
22417638	10.1016/j.ejmech.2012.02.048	A549	4
22417638	10.1016/j.ejmech.2012.02.048	HL-60	3
25221661	10.1021/ml500255j	RAW264.7	3
28333459	10.1021/acs.jmedchem.6b01502	K562/Adr	2
25221661	10.1021/ml500255j	T-cell	2
25221661	10.1021/ml500255j	NON-PROTEIN TARGET	2
17531481	10.1016/j.bmcl.2007.05.021	Mus musculus	2
28333459	10.1021/acs.jmedchem.6b01502	A549	1
31171403	10.1016/j.bmc.2019.05.030	HL-60	1
28333459	10.1021/acs.jmedchem.6b01502	MDA-MB-231	1
28333459	10.1021/acs.jmedchem.6b01502	MDA-MB-157	1
28333459	10.1021/acs.jmedchem.6b01502	MCF7	1
28333459	10.1021/acs.jmedchem.6b01502	K562	1
28333459	10.1021/acs.jmedchem.6b01502	HL-60	1
28333459	10.1021/acs.jmedchem.6b01502	U-118-MG	1
25221661	10.1021/ml500255j	No relevant target	1
17531481	10.1016/j.bmcl.2007.05.021	Transcription factor Jun	1

Data from ChEMBL 36 via Core Engine