Compound Detail

CHEMBL10557

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COc1ccc(CCc2cc(OC)c(OC)c(OC)c2)cc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL10557
Phase	Preclinical
Structure Type	MOL
InChI Key	UXDFUVFNIAJEGM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

318.4

MW (Da)

3.21

ALogP

HBA

HBD

57.1

PSA (Å²)

0.85

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	C18H22O5
MW	318.37
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	0.55

Activity Summary

IC50 68 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
NCI-H1975 CHEMBL614348	IC50	9.3	9.3	0.5	1
A549 CHEMBL392	IC50	9.22	8.19	0.6	2
LLC-MK2 CHEMBL614691	IC50	8.64	8.64	2.3	1
Unchecked CHEMBL612545	IC50	8.29	7.1515	5.2	13
SK-MEL3 CHEMBL614920	IC50	7.92	7.92	12.0	1
MCF7 CHEMBL387	IC50	7.89	7.555	13.0	2
A-375 CHEMBL613859	IC50	7.69	7.69	20.6	1
Bel-7402 CHEMBL614279	IC50	7.67	7.67	21.5	1
HuH-1 CHEMBL6066740	IC50	7.59	7.59	25.9	1
PC-3 CHEMBL390	IC50	7.58	7.58	26.0	1
LNCaP CHEMBL612518	IC50	7.58	7.5433	26.2	3
143B CHEMBL614508	IC50	7.57	7.4	26.8	3
HLE CHEMBL1075464	IC50	7.54	7.54	28.6	1
HL-60 CHEMBL383	IC50	7.42	7.3733	38.0	3
MDA-MB-468 CHEMBL614335	IC50	7.4	7.4	40.0	1
Ishikawa CHEMBL614649	IC50	7.39	7.39	40.6	1
HepG2 CHEMBL395	IC50	7.36	6.9	43.7	7
Huh-7 CHEMBL614039	IC50	7.35	7.35	44.3	1
T-24 CHEMBL614774	IC50	7.34	6.84	45.9	2
MIA PaCa-2 CHEMBL614725	IC50	7.3	7.3	50.0	1
PLC-PRF-5 CHEMBL1075561	IC50	7.26	7.26	55.0	1
HCT-116 CHEMBL394	IC50	7.22	7.22	60.0	1
EJM CHEMBL4296413	IC50	7.19	7.19	65.0	1
HCC 2998 CHEMBL613855	IC50	7.16	7.16	70.0	1
L1210 CHEMBL386	IC50	7.16	7.16	70.0	1
MDA-MB-231 CHEMBL400	IC50	7.15	7.15	71.0	1
SMMC-7721 CHEMBL613831	IC50	7.09	7.09	81.0	1
P388 CHEMBL389	IC50	6.96	6.96	110.0	1
HeLa CHEMBL399	IC50	6.66	5.87	220.0	2
SNU-449 CHEMBL1075585	IC50	6.63	6.63	236.3	1
MHCC97 CHEMBL5058621	IC50	6.41	6.41	386.4	1
Tubulin beta chain CHEMBL3394	IC50	6.2	6.2	630.0	1
Tubulin CHEMBL2094134	IC50	6.2	5.758	630.0	5
SK-HEP1 CHEMBL614912	IC50	6.12	6.12	757.1	1
Tubulin CHEMBL2095182	IC50	5.48	5.48	3311.3	1
Sortase A CHEMBL5362	IC50	4.18	4.18	65700.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	8.7	%	Rattus norvegicus
T1/2	1.41	hr	Canis lupus familiaris
T1/2	1.66	hr	Canis lupus familiaris
T1/2	1.6	hr	Canis lupus familiaris
T1/2	3.66	hr	Rattus norvegicus
T1/2	3.75	hr	Rattus norvegicus
T1/2	3.89	hr	Rattus norvegicus
T1/2	1.5	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
NCI-H1975	IC50	=	0.5	nM	9.3	Antiproliferative activity against human NCI-H1975 cells assessed as reduction i...	37804769
A549	IC50	=	0.6	nM	9.22	Antiproliferative activity against human A549 cells assessed as reduction in cel...	37804769
LLC-MK2	IC50	=	2.3	nM	8.64	Antiproliferative activity against Rhesus monkey LLC-MK2 cells assessed as reduc...	37804769
Unchecked	IC50	=	5.184	nM	8.29	Inhibition of pyruvate carboxylase in human HCCLM3 cell lysate measured upto 24 ...	34931827
Unchecked	IC50	=	7.18	nM	8.14	Inhibition of pyruvate carboxylase in human HepG2 cell lysate measured upto 24 h...	34931827
Unchecked	IC50	=	9.345	nM	8.03	Inhibition of pyruvate carboxylase in human HepG2 cells measured upto 24 hrs by ...	34931827
SK-MEL3	IC50	=	12.0	nM	7.92	Antiproliferative activity against human SK-MEL3 cells harboring BRAF V600E muta...	37804769
MCF7	IC50	=	13.0	nM	7.89	Antiproliferative activity against human MCF7 cells after 48 hrs by sulforhodami...	19135763
Unchecked	IC50	=	17.2	nM	7.76	Antiproliferative activity against human MG-63.3 cells assessed as reduction in ...	37804769
Unchecked	IC50	=	17.7	nM	7.75	Antiproliferative activity against human SNU-739 cells	37804769
Unchecked	IC50	=	17.68	nM	7.75	Antiproliferative activity against human HCCLM3 cells assessed as inhibition of ...	34931827
A-375	IC50	=	20.6	nM	7.69	Antiproliferative activity against human A-375 cells assessed as reduction in ce...	37804769
Bel-7402	IC50	=	21.5	nM	7.67	Antiproliferative activity against human Bel-7402 cells incubated for 72 hrs by ...	37804769
HuH-1	IC50	=	25.9	nM	7.59	Antiproliferative activity against human HuH-1 cells	37804769
LNCaP	IC50	=	26.5	nM	7.58	Cytotoxicity against human LNCaP cells assessed as reduction in cell growth incu...	37804769
LNCaP	IC50	=	26.2	nM	7.58	Cytotoxicity against human LNCaP cells assessed as reduction in cell growth incu...	37804769
PC-3	IC50	=	26.0	nM	7.58	Antiproliferative activity against human PC-3 cells assessed as reduction of cel...	37804769
143B	IC50	=	26.8	nM	7.57	Antiproliferative activity against human 143B cells assessed as inhibition of ce...	37804769
HLE	IC50	=	28.6	nM	7.54	Antiproliferative activity against human HLE cells	37804769
LNCaP	IC50	=	33.8	nM	7.47	Cytotoxicity against human LNCaP cells assessed as reduction in cell growth incu...	37804769

Literature References

PubMed	DOI	Target Context	# Activities
34931827	10.1021/acs.jmedchem.1c01605	Unchecked	51
34931827	10.1021/acs.jmedchem.1c01605	HepG2	16
37804769	10.1016/j.ejmech.2023.115844	ADMET	8
34931827	10.1021/acs.jmedchem.1c01605	ADMET	7
37804769	10.1016/j.ejmech.2023.115844	HepG2	7
37804769	10.1016/j.ejmech.2023.115844	Unchecked	6
34931827	10.1021/acs.jmedchem.1c01605	SK-HEP1	4
1552500	10.1021/jm00084a011	Tubulin	4
37804769	10.1016/j.ejmech.2023.115844	LNCaP	3
37804769	10.1016/j.ejmech.2023.115844	143B	3
19135763	10.1016/j.ejmech.2008.12.018	Unchecked	3
9572894	10.1021/jm970644q	Unchecked	2
37804769	10.1016/j.ejmech.2023.115844	HL-60	2
7932568	10.1021/jm00046a025	Tubulin	2
37804769	10.1016/j.ejmech.2023.115844	A549	2
1875350	10.1021/jm00112a036	Tubulin	2
37804769	10.1016/j.ejmech.2023.115844	HeLa	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
11140732	10.1016/s0960-894x(00)00596-5	P388	1
1875350	10.1021/jm00112a036	SK-MEL-5	1

Data from ChEMBL 36 via Core Engine