Compound Detail

CHEMBL1439833

Enter ChEMBL ID:

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

CCCC(=O)NC(c1ccc2c(c1)OCO2)c1cc(Cl)c2cccnc2c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1439833
Phase	Preclinical
Structure Type	MOL
InChI Key	BIQMEYCMAGHOEQ-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

398.9

MW (Da)

4.33

ALogP

HBA

HBD

80.7

PSA (Å²)

0.67

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H19ClN2O4
MW	398.85
Aromatic Rings	3
Heavy Atoms	28
NP-Likeness	-0.84

Activity Summary

IC50 14 meas. best 5.82

EC50 6 meas. best 6.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	EC50	6.04	5.34	912.0	3
Streptokinase A CHEMBL1293228	EC50	5.93	5.93	1166.0	1
Endoplasmic reticulum chaperone BiP CHEMBL1781865	IC50	5.82	5.7	1500.0	2
A549 CHEMBL392	IC50	5.55	5.55	2800.0	1
HCT 116 TP53(-/-) CHEMBL6066766	IC50	5.55	5.55	2800.0	1
NCI-H1299 CHEMBL612255	IC50	5.55	5.55	2800.0	1
MCF7 CHEMBL387	IC50	5.55	5.55	2800.0	1
Unchecked CHEMBL612545	IC50	5.55	5.55	2800.0	1
OVCAR-8 CHEMBL612555	IC50	5.55	5.55	2800.0	1
OVCAR-3 CHEMBL614213	IC50	5.55	5.55	2800.0	1
MIA PaCa-2 CHEMBL614725	IC50	5.55	5.55	2800.0	1
SH-SY5Y CHEMBL614910	IC50	5.55	5.55	2800.0	1
SK-OV-3 CHEMBL614925	IC50	5.55	5.55	2800.0	1
Streptococcus sp. 'group A' CHEMBL612389	EC50	5.39	5.39	4087.0	1
PANC-1 CHEMBL614139	IC50	5.35	5.35	4500.0	1
Streptococcus CHEMBL612313	EC50	5.11	5.11	7692.0	1
BXPC-3 CHEMBL614530	IC50	5.02	5.02	9600.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	6.71	%	Mus musculus
T1/2	1.4	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	EC50	=	912.0	nM	6.04	PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Dose Confirmation HTS to...	-
Streptokinase A	EC50	=	1166.0	nM	5.93	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
Endoplasmic reticulum chaperone BiP	IC50	=	1500.0	nM	5.82	Inhibition of GRP78 (unknown origin) by FP assay	37690265
Unchecked	EC50	=	2208.0	nM	5.66	PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response HTS Screen to Identify C...	-
Endoplasmic reticulum chaperone BiP	IC50	=	2600.0	nM	5.58	Inhibition of His-tagged human recombinant GRP78 expressed in Escherichia coli B...	37690265
OVCAR-8	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human OVCAR-8 cells assessed as reduction in ...	37690265
SH-SY5Y	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human SH-SY5Y cells assessed as reduction in ...	37690265
Unchecked	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human SH-EP1 cells assessed as reduction in c...	37690265
MIA PaCa-2	IC50	=	2800.0	nM	5.55	Cytotoxicity against human MIA PaCa-2 cells assessed as inhibition of cell growt...	37690265
NCI-H1299	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human NCI-H1299 cells assessed as inhibition ...	37690265
HCT 116 TP53(-/-)	IC50	=	2800.0	nM	5.55	Cytotoxicity against human HCT116-p53-null cells assessed as inhibition of cell ...	37690265
A549	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human A549 cells assessed as cell growth inhi...	37690265
MCF7	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human MCF7 cells assessed as reduction in cel...	37690265
OVCAR-3	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human OVCAR-3 cells assessed as reduction in ...	37690265
SK-OV-3	IC50	=	2800.0	nM	5.55	Antiproliferative activity against human SK-OV-3 cells assessed as reduction in ...	37690265
Streptococcus sp. 'group A'	EC50	=	4087.0	nM	5.39	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden...	-
PANC-1	IC50	=	4500.0	nM	5.35	Cytotoxicity against human PANC-1 cells assessed as inhibition of cell growth me...	37690265
Streptococcus	EC50	=	7692.0	nM	5.11	PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify...	-
BXPC-3	IC50	=	9600.0	nM	5.02	Cytotoxicity against human BXPC-3 cells assessed as inhibition of cell prolifera...	37690265
Unchecked	EC50	=	47733.0	nM	4.32	PUBCHEM_BIOASSAY: Luminescence Cell-Based Confirmation at Dose to Identify Trans...	-

Literature References

PubMed	DOI	Target Context	# Activities
37690265	10.1016/j.ejmech.2023.115792	Unchecked	2
37690265	10.1016/j.ejmech.2023.115792	Endoplasmic reticulum chaperone BiP	2
37690265	10.1016/j.ejmech.2023.115792	ADMET	2
-	10.6019/CHEMBL2094269	Trypanosoma brucei brucei	1
37690265	10.1016/j.ejmech.2023.115792	SK-OV-3	1
37690265	10.1016/j.ejmech.2023.115792	OVCAR-3	1
37690265	10.1016/j.ejmech.2023.115792	OVCAR-8	1
37690265	10.1016/j.ejmech.2023.115792	MCF7	1
37690265	10.1016/j.ejmech.2023.115792	A549	1
37690265	10.1016/j.ejmech.2023.115792	HCT 116 TP53(-/-)	1
37690265	10.1016/j.ejmech.2023.115792	NCI-H1299	1
37690265	10.1016/j.ejmech.2023.115792	BXPC-3	1
37690265	10.1016/j.ejmech.2023.115792	PANC-1	1
37690265	10.1016/j.ejmech.2023.115792	MIA PaCa-2	1
37690265	10.1016/j.ejmech.2023.115792	SH-SY5Y	1

Data from ChEMBL 36 via Core Engine