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Compound Detail

CHEMBL4458743

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N=C(N)c1ccc(CNC(=O)[C@@H]2Cc3ccc(cc3)NC(=O)CCN3CCN(CCC(=O)Nc4ccc(cc4)C[C@@H](NS(=O)(=O)NC4CCCCC4)C(=O)N2)CC3)cc1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4458743
Phase Preclinical
Structure Type MOL
InChI Key RAJUTZRXBLKGIB-JYFAEEROSA-N
Parent Compound CHEMBL4596793
Active Moiety CHEMBL4596793
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

829.0
MW (Da)
1.97
ALogP
9
HBA
8
HBD
230.9
PSA (Ų)
0.12
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C48H59F9N10O12S
MW 1171.11
Aromatic Rings 3
Heavy Atoms 59
NP-Likeness -0.08

Activity Summary

Ki 7 meas. best 9.89
IC50 1 meas. best 7.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasminogen
CHEMBL1801
 Ki 9.89 9.855 0.1 2
Trypsin
CHEMBL2366
 Ki 7.68 7.68 21.0 1
Plasma
CHEMBL613424
 IC50 7.26 7.26 55.0 1
Plasma kallikrein
CHEMBL2000
 Ki 6.22 6.22 600.0 1
Coagulation factor X
CHEMBL244
 Ki 5.13 5.13 7400.0 1
Vitamin K-dependent protein C
CHEMBL4444
 Ki 4.77 4.77 17000.0 1
Prothrombin
CHEMBL4471
 Ki 4.77 4.77 17100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasminogen Ki = 0.13 nM 9.89 Inhibition of human plasmin using Mes-DSer(Bzl)-Phe-Arg-AMC as substrate by Dixo... 27280436
Plasminogen Ki = 0.15 nM 9.82 Binding affinity to human plasmin assessed as slow binding constant in presence ... 27280436
Trypsin Ki = 21.0 nM 7.68 Inhibition of porcine trypsin using Mes-DArg-Gly-Arg-AMC as substrate by Dixon p... 27280436
Plasma IC50 = 55.0 nM 7.26 Antifibrinolytic activity in human plasma assessed as inhibition of tPA-induced ... 27280436
Plasma kallikrein Ki = 600.0 nM 6.22 Inhibition of human plasma kallikrein using Mes-DArg-Pro-Arg-AMC as substrate by... 27280436
Coagulation factor X Ki = 7400.0 nM 5.13 Inhibition of human f10a using Mes-DArg-Pro-Arg-AMC as substrate by Dixon plot a... 27280436
Prothrombin Ki = 17100.0 nM 4.77 Inhibition of bovine thrombin using Tos-Gly-Pro-Arg-AMC as substrate by Dixon pl... 27280436
Vitamin K-dependent protein C Ki = 17000.0 nM 4.77 Inhibition of human activated Protein C using Mes-DArg-Pro-Arg-AMC as substrate ... 27280436

Literature References

PubMed DOI Target Context # Activities
27280436 10.1021/acs.jmedchem.6b00606 Plasminogen 4
27280436 10.1021/acs.jmedchem.6b00606 Plasma kallikrein 1
27280436 10.1021/acs.jmedchem.6b00606 Prothrombin 1
27280436 10.1021/acs.jmedchem.6b00606 Coagulation factor X 1
27280436 10.1021/acs.jmedchem.6b00606 Vitamin K-dependent protein C 1
27280436 10.1021/acs.jmedchem.6b00606 Trypsin 1
27280436 10.1021/acs.jmedchem.6b00606 Plasma 1

Data from ChEMBL 36 via Core Engine