Compound Detail

CHEMBL4071545

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COC(=O)Nc1ccc2c(c1)NC(=O)CC/C=C/C[C@H](NC(=O)/C=C/c1cc(Cl)ccc1-n1cnnn1)c1nc-2c[nH]1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4071545
Phase	Preclinical
Structure Type	MOL
InChI Key	LCHKINZSWVDWJQ-XYWZPVONSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

588.0

MW (Da)

4.43

ALogP

HBA

HBD

168.8

PSA (Å²)

0.20

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 9 meas. best 9.8

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Coagulation factor XI CHEMBL2820	Ki	9.8	9.8	0.2	4
Plasma kallikrein CHEMBL2000	Ki	7.8	7.8	16.0	1
Unchecked CHEMBL612545	Ki	5.82	5.82	1500.0	2
Coagulation factor VII CHEMBL3991	Ki	5.78	5.78	1670.0	1
Urokinase-type plasminogen activator CHEMBL3286	Ki	5.3	5.3	5050.0	1

Parameter	Value	Units	Species
AUC	1.47	ng.hr.mL-1	Canis lupus familiaris
AUC	6.468	ng.hr.mL-1	Rattus norvegicus
CL	0.3833	mL.min-1.kg-1	Canis lupus familiaris
CL	28.0	mL.min-1.kg-1	Rattus norvegicus
F	1.0	%	Canis lupus familiaris
F	0.8	%	Rattus norvegicus
T1/2	0.6833	hr	Homo sapiens
T1/2	1.2	hr	Canis lupus familiaris
T1/2	2.0	hr	Canis lupus familiaris
T1/2	0.6833	hr	Homo sapiens
T1/2	0.65	hr	Rattus norvegicus
T1/2	0.7	hr	Rattus norvegicus
T1/2	0.6833	hr	Homo sapiens

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Coagulation factor XI	Ki	=	0.16	nM	9.8	Inhibition of human coagulation factor 11a using pyroGlu-Pro-Arg-pNA as substrat...	28085275
Coagulation factor XI	Ki	=	0.16	nM	9.8	Inhibition of human Factor XIa using S-2366 as chromogenic substrate after 60 mi...	28687203
Coagulation factor XI	Ki	=	0.16	nM	9.8	Inhibition of activated human coagulation factor 11 using pyroGlu-Pro-Arg-pNA as...	31445854
Coagulation factor XI	Ki	=	0.16	nM	9.8	Inhibition of recombinant human activated coagulation factor XI using pyro-Glu-P...	31932224
Plasma kallikrein	Ki	=	16.0	nM	7.8	Inhibition of human plasma kallikrein using H-(D)-Pro-Phe-Arg-pNA as substrate a...	28085275
Unchecked	Ki	=	1520.0	nM	5.82	Inhibition of human trypsin using N-benzoyl-Ile-Glu-(OH,OMe)-Gly-Arg-pNA as subs...	28085275
Unchecked	Ki	=	1500.0	nM	5.82	Inhibition of human chymotrypsin using MeO-SucArg-Pro-Tyr-pNA as substrate after...	28085275
Coagulation factor VII	Ki	=	1670.0	nM	5.78	Inhibition of human coagulation factor 7a using H-(D)-Ile-Pro-Arg-pNA as substra...	28085275
Urokinase-type plasminogen activator	Ki	=	5050.0	nM	5.3	Inhibition of human urokinase using pyro-Glu-Gly-Arg-pNA as substrate after 10 t...	28085275

PubMed	DOI	Target Context	# Activities
28085275	10.1021/acs.jmedchem.6b01460	Unchecked	14
31445854	10.1016/j.bmcl.2019.08.008	ADMET	9
28085275	10.1021/acs.jmedchem.6b01460	Canis familiaris	5
31932224	10.1016/j.bmcl.2020.126949	ADMET	3
28085275	10.1021/acs.jmedchem.6b01460	Plasma	2
28085275	10.1021/acs.jmedchem.6b01460	Liver	2
28085275	10.1021/acs.jmedchem.6b01460	Coagulation factor X	1
28085275	10.1021/acs.jmedchem.6b01460	Coagulation factor XII	1
28085275	10.1021/acs.jmedchem.6b01460	Prothrombin	1
28085275	10.1021/acs.jmedchem.6b01460	Coagulation factor IX	1
28085275	10.1021/acs.jmedchem.6b01460	Plasma kallikrein	1
28085275	10.1021/acs.jmedchem.6b01460	Vitamin K-dependent protein C	1
28085275	10.1021/acs.jmedchem.6b01460	Plasminogen	1
28085275	10.1021/acs.jmedchem.6b01460	Tissue-type plasminogen activator	1
28085275	10.1021/acs.jmedchem.6b01460	Urokinase-type plasminogen activator	1
28085275	10.1021/acs.jmedchem.6b01460	Coagulation factor VII	1
28085275	10.1021/acs.jmedchem.6b01460	ADMET	1
28687203	10.1016/j.bmcl.2017.06.058	Coagulation factor XI	1
28687203	10.1016/j.bmcl.2017.06.058	Plasma	1
31932224	10.1016/j.bmcl.2020.126949	Plasma	1

Data from ChEMBL 36 via Core Engine