Compound Detail

CHEMBL401930

Enter ChEMBL ID:

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

Cc1cc(N2CCOCC2)cc2[nH]c(-c3c(NC[C@@H](O)c4cccc(Cl)c4)cc[nH]c3=O)nc12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL401930
Phase	Preclinical
Structure Type	MOL
InChI Key	ZWVZORIKUNOTCS-OAQYLSRUSA-N

293

Targets

414

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

480.0

MW (Da)

3.86

ALogP

HBA

HBD

106.3

PSA (Å²)

0.33

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H26ClN5O3
MW	479.97
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.16

Activity Summary

IC50 413 meas. best 7.55

Kd 1 meas. best 7.46

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
KM12 CHEMBL614709	IC50	7.55	7.55	28.4	1
Insulin-like growth factor 1 receptor CHEMBL1957	Kd	7.46	7.46	34.6	1
Cytochrome P450 3A4 CHEMBL340	IC50	7.3	6.1267	50.0	6
Mus musculus CHEMBL375	IC50	7.29	7.29	51.0	1
A4-Fuk CHEMBL2366356	IC50	7.24	7.24	57.8	1
Insulin receptor CHEMBL1981	IC50	7.14	7.14	73.0	2
NOS-1 CHEMBL2366141	IC50	7.13	7.13	74.4	1
ETK-1 CHEMBL2366116	IC50	7.02	7.02	96.2	1
Insulin-like growth factor 1 receptor CHEMBL1957	IC50	7.0	6.974	100.0	10
KS-1 CHEMBL2366228	IC50	6.99	6.99	102.5	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	6.96	6.3189	110.0	9
Insulin-like growth factor 1 receptor CHEMBL5381	IC50	6.96	6.96	110.0	1
LC-2-ad CHEMBL2366260	IC50	6.93	6.93	116.6	1
Serine/threonine-protein kinase 4 CHEMBL4598	IC50	6.92	6.92	120.0	1
TE-11 CHEMBL2366166	IC50	6.82	6.82	152.0	1
Focal adhesion kinase 1 CHEMBL2695	IC50	6.82	6.82	150.0	2
LAN-6 CHEMBL2366123	IC50	6.76	6.76	171.7	1
EW-1 CHEMBL2366364	IC50	6.76	6.76	173.5	1
TE-12 CHEMBL2366278	IC50	6.75	6.75	176.1	1
Dual specificity mitogen-activated protein kinase kinase 1 CHEMBL3587	IC50	6.74	6.74	182.0	1
Unchecked CHEMBL612545	IC50	6.74	6.74	182.0	1
NCI-H1648 CHEMBL2366214	IC50	6.72	6.72	189.6	1
ML-2 CHEMBL614356	IC50	6.72	6.72	192.2	1
RD CHEMBL614144	IC50	6.7	6.7	202.0	1
EW-16 CHEMBL2366358	IC50	6.69	6.69	205.5	1
MV4-11 CHEMBL613835	IC50	6.68	6.68	206.4	1
COLO 205 CHEMBL614561	IC50	6.67	6.67	212.0	2
LB771-HNC CHEMBL2366099	IC50	6.64	6.64	230.3	1
ATN-1 CHEMBL2366277	IC50	6.6	6.6	250.0	1
NTERA-2-cl-D1 CHEMBL614206	IC50	6.59	6.59	257.5	1
TGBC24TKB CHEMBL2366093	IC50	6.56	6.56	274.7	1
HL-60 CHEMBL383	IC50	6.54	6.54	285.9	1
NB69 CHEMBL1075510	IC50	6.53	6.53	292.8	1
SIG-M5 CHEMBL2366251	IC50	6.49	6.49	322.8	1
L-363 CHEMBL2366267	IC50	6.48	6.48	328.3	1
Tyrosine-protein kinase Lck CHEMBL258	IC50	6.47	6.47	341.0	2
MFH-ino CHEMBL2366262	IC50	6.46	6.46	343.6	1
ALL-PO CHEMBL2366294	IC50	6.43	6.43	372.6	1
PSN1 CHEMBL614241	IC50	6.4	6.4	395.5	1
GCIY CHEMBL2366234	IC50	6.39	6.39	404.3	1
ES6 CHEMBL2366373	IC50	6.37	6.37	424.7	1
SJSA-1 CHEMBL2366298	IC50	6.34	6.34	456.0	1
MCF7 CHEMBL387	IC50	6.34	6.1467	460.0	3
HuTu80 CHEMBL614582	IC50	6.33	6.33	466.1	1
SW 954 CHEMBL614943	IC50	6.31	6.31	490.1	1
TE-8 CHEMBL2366182	IC50	6.3	6.3	506.2	1
LS-411N CHEMBL2366189	IC50	6.3	6.3	497.5	1
MMAC-SF CHEMBL2366196	IC50	6.3	6.3	500.4	1
GB-1 CHEMBL2366292	IC50	6.3	6.3	495.4	1
OPM-2 CHEMBL2366353	IC50	6.28	6.28	525.2	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	24430473.0	ng.hr.mL-1	Mus musculus
AUC	23998.5	ng.hr.mL-1	Mus musculus
AUC	3935.75	ng.hr.mL-1	Mus musculus
AUC	23998.5	ng.hr.mL-1	Mus musculus
CL	37.8	mL.min-1.kg-1	Mus musculus
CL	5.8	mL.min-1.kg-1	Rattus norvegicus
CL	4.1	mL.min-1.kg-1	Canis lupus familiaris
CL	16.5	mL.min-1.kg-1	Cercopithecidae
Cmax	3800.0	nM	Mus musculus
Cmax	69000.0	nM	Rattus norvegicus
Cmax	4100.0	nM	Canis lupus familiaris
Cmax	1300.0	nM	Cercopithecidae
F	50.0	%	Mus musculus
F	100.0	%	Rattus norvegicus
F	70.0	%	Canis lupus familiaris
F	32.0	%	Cercopithecidae
Fu	0.0001	-	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
KM12	IC50	=	28.44	nM	7.55	SANGER: Inhibition of human KM12 cell growth in a cell viability assay.	-
Insulin-like growth factor 1 receptor	Kd	=	34.6	nM	7.46	IGF1R diphosphorilated was immobilized on a Biacore CM5 chip at 25 degrees C wit...	-
Cytochrome P450 3A4	IC50	=	50.0	nM	7.3	Inhibition of human recombinant CYP3A4 in human liver microsomes using BFC as a ...	18763755
Mus musculus	IC50	=	51.0	nM	7.29	AUC (0 to 4 hrs) in mouse plasma at 20 mg/kg, po	18572407
A4-Fuk	IC50	=	57.75	nM	7.24	SANGER: Inhibition of human A4-Fuk cell growth in a cell viability assay.	-
Insulin receptor	IC50	=	73.0	nM	7.14	In vitro inhibitory concentration against IR kinase with ATP concentration at 1/...	16134929
Insulin receptor	IC50	=	73.0	nM	7.14	Inhibition of insulin receptor	19610618
NOS-1	IC50	=	74.41	nM	7.13	SANGER: Inhibition of human NOS-1 cell growth in a cell viability assay.	-
ETK-1	IC50	=	96.15	nM	7.02	SANGER: Inhibition of human ETK-1 cell growth in a cell viability assay.	-
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of human IGF1R expressed in transgenic mouse IGFSal cells	18763755
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	In vitro inhibitory concentration against IGF-1R kinase	16134929
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of IGF1R	20399649
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of human recombinant IGF-1R tyrosine kinase expressed in baculovirus ...	20153189
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of IGF1R	18572407
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of IGF1R	18258427
Insulin-like growth factor 1 receptor	IC50	=	100.0	nM	7.0	Inhibition of IGF1R	19610618
KS-1	IC50	=	102.49	nM	6.99	SANGER: Inhibition of human KS-1 cell growth in a cell viability assay.	-
Insulin-like growth factor 1 receptor	IC50	=	110.0	nM	6.96	In vitro inhibitory concentration against IGF-1R Sal kinase with ATP concentrati...	16134929
Insulin-like growth factor 1 receptor	IC50	=	110.0	nM	6.96	Inhibition of IGF1R in mouse SAL cells assessed as thymidine incorporation	18572407
NON-PROTEIN TARGET	IC50	=	110.0	nM	6.96	Antiproliferative activity against transgenic mouse SAL cells overexpressing hum...	18763755

Literature References

PubMed	DOI	Target Context	# Activities
16134929	10.1021/jm050392q	ADMET	16
-	10.6019/CHEMBL4495565	SARS-CoV-2	4
25648298	10.1016/j.bmcl.2015.01.011	NON-PROTEIN TARGET	3
-	10.6019/CHEMBL3885741	Insulin-like growth factor 1 receptor	3
16134929	10.1021/jm050392q	Cytochrome P450 3A4	2
16134929	10.1021/jm050392q	Insulin-like growth factor 1 receptor	2
18258427	10.1016/j.bmcl.2008.01.049	Serum	2
18258427	10.1016/j.bmcl.2008.01.049	Insulin-like growth factor 1 receptor	2
20399649	10.1016/j.bmcl.2010.03.057	Unchecked	2
18763755	10.1021/jm800832q	Cytochrome P450 3A4	2
18763755	10.1021/jm800832q	Plasma	2
16134929	10.1021/jm050392q	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	2
19610618	10.1021/jm9002395	NON-PROTEIN TARGET	2
20399649	10.1016/j.bmcl.2010.03.057	Plasma	2
18763755	10.1021/jm800832q	Nuclear receptor subfamily 1 group I member 2	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
16134929	10.1021/jm050392q	Mitogen-activated protein kinase 1	2
18572407	10.1016/j.bmcl.2008.05.104	Insulin-like growth factor 1 receptor	2
38157838	10.1016/j.bmc.2023.117561	Unchecked	1

Data from ChEMBL 36 via Core Engine