Compound Detail

CHEMBL51173

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N=C(N)c1ccc(C[C@@H](NC(=O)CNS(=O)(=O)c2ccc3ccccc3c2)C(=O)N2CCCCC2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL51173
Phase	Preclinical
Structure Type	MOL
InChI Key	XXTWZTPVNIYSJZ-XMMPIXPASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

521.6

MW (Da)

2.14

ALogP

HBA

HBD

145.4

PSA (Å²)

0.25

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H31N5O4S
MW	521.64
Aromatic Rings	3
Heavy Atoms	37
NP-Likeness	-1.05

Activity Summary

Ki 19 meas. best 8.4

IC50 10 meas. best 7.35

EC50 1 meas. best 6.12

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Prothrombin CHEMBL204	Ki	8.4	8.25	4.0	5
Prothrombin CHEMBL4471	Ki	8.22	8.21	6.0	3
Unchecked CHEMBL612545	Ki	8.15	8.15	7.0	1
ADMET CHEMBL612558	IC50	7.35	6.55	45.0	3
Serine protease 1 CHEMBL209	IC50	6.77	6.77	169.0	2
Prothrombin CHEMBL204	IC50	6.7	6.34	200.0	3
Serine protease 1 CHEMBL3769	Ki	6.49	6.325	325.0	2
Antithrombin-III CHEMBL1950	IC50	6.24	6.24	570.0	1
Trypsin CHEMBL2095204	Ki	6.16	6.16	690.0	1
Trypsin II CHEMBL4472	Ki	6.16	6.16	690.0	1
Trypsin-3 CHEMBL4551	Ki	6.16	6.16	690.0	1
Prothrombin CHEMBL204	EC50	6.12	6.12	750.0	1
Serine protease hepsin CHEMBL2079849	IC50	5.35	5.35	4460.0	1
Coagulation factor X CHEMBL3656	Ki	5.1	5.1	7900.0	2
Plasminogen CHEMBL1801	Ki	4.52	4.52	30000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	0.15	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Prothrombin	Ki	=	4.0	nM	8.4	In vitro binding affinity by measuring the inhibition of human thrombin	7966150
Prothrombin	Ki	=	6.0	nM	8.22	Inhibitory activity against thrombin	9301673
Prothrombin	Ki	=	6.0	nM	8.22	Inhibitory Activity against bovine thrombin	10956211
Prothrombin	Ki	=	6.0	nM	8.22	The compound was evaluated in vitro for the thrombin inhibition.	10522702
Prothrombin	Ki	=	6.0	nM	8.22	Tested for the Inhibition of the catalytic activity of human Thrombin at 25 degr...	-
Prothrombin	Ki	=	6.0	nM	8.22	Inhibitory activity against thrombin	10464012
Prothrombin	Ki	=	6.5	nM	8.19	Inhibitory activity against human thrombin (using Chromozym TH as the substrate)	10794696
Prothrombin	Ki	=	6.5	nM	8.19	Inhibitory effect against bovine thrombin	-
Unchecked	Ki	=	7.0	nM	8.15	Inhibitory activity against thrombin	15857136
ADMET	IC50	=	45.0	nM	7.35	Concentration for doubling of thrombin time	9301673
Serine protease 1	IC50	=	170.0	nM	6.77	In vitro trypsin inhibition	10522702
Serine protease 1	IC50	=	169.0	nM	6.77	Compound was tested for inhibitory activity against trypsin	10201829
Prothrombin	IC50	=	200.0	nM	6.7	Inhibition of human thrombin by chromogenic assay	11960487
Serine protease 1	Ki	=	325.0	nM	6.49	Inhibitory effect of compound was measured in bovine trypsin	-
ADMET	IC50	=	500.0	nM	6.3	Concentration for doubling of partial thromboplastin time	9301673
Antithrombin-III	IC50	=	570.0	nM	6.24	Antithrombin III (ATIII)-mediated anti-Xa activity was determined	10450972
Trypsin	Ki	=	690.0	nM	6.16	Inhibitory activity against human trypsin (using Chromozym TH as the substrate)	10794696
Prothrombin	IC50	=	690.0	nM	6.16	In vitro thrombin inhibition	10522702
Prothrombin	IC50	=	690.0	nM	6.16	Compound was tested for inhibitory activity against thrombin	10201829
Serine protease 1	Ki	=	690.0	nM	6.16	Tested for the Inhibition of the catalytic activity of bovine trypsin at 25 degr...	-

Literature References

PubMed	DOI	Target Context	# Activities
9301673	10.1021/jm960668h	Rattus norvegicus	20
9301673	10.1021/jm960668h	ADMET	3
10522702	10.1016/s0960-894x(99)00483-7	Prothrombin	2
10522702	10.1016/s0960-894x(99)00483-7	Caco-2	1
10201829	10.1016/s0960-894x(99)00069-4	Prothrombin	1
10201829	10.1016/s0960-894x(99)00069-4	Serine protease 1	1
29701962	10.1021/acs.jmedchem.7b01698	Urokinase-type plasminogen activator	1
9301673	10.1021/jm960668h	Coagulation factor X	1
9301673	10.1021/jm960668h	Prothrombin	1
10956211	10.1021/jm000934y	Coagulation factor X	1
10956211	10.1021/jm000934y	Trypsin-3	1
10956211	10.1021/jm000934y	Prothrombin	1
10201829	10.1016/s0960-894x(99)00069-4	Caco-2	1
10522702	10.1016/s0960-894x(99)00483-7	Serine protease 1	1
10464012	10.1021/jm9806998	Prothrombin	1
-	10.1016/S0960-894X(97)00210-2	Plasminogen	1
-	10.1016/S0960-894X(97)00210-2	Serine protease 1	1
-	10.1016/S0960-894X(97)00210-2	Prothrombin	1
-	10.1016/S0960-894X(97)00115-7	Unchecked	1
-	10.1016/S0960-894X(97)00115-7	Serine protease 1	1

Data from ChEMBL 36 via Core Engine