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Compound Detail

CHEMBL273196

EFEGATRAN
🧪 Phase II
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🧪 Phase II
CN[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@H](C=O)CCCN=C(N)N
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL273196
Name EFEGATRAN
Phase Phase II
Structure Type BOTH
InChI Key KAGLWQUWUNBAOO-KSZLIROESA-N

Known Names

Efegatran LY-294468 LY294468
9
Targets
30
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

416.5
MW (Da)
-0.45
ALogP
5
HBA
4
HBD
142.9
PSA (Ų)
0.17
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Protein
Chirality Single Enantiomer
USAN Stem ef-; -gatran
USAN Year 1994

Extended Properties

Molecular Formula C21H32N6O3
MW 416.53
Aromatic Rings 1
Heavy Atoms 30
NP-Likeness 0.58

Activity Summary

IC50 21 meas. best 10.52
Ki 9 meas. best 8.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
 IC50 10.52 7.9063 0.0 8
Serine protease 1
CHEMBL3769
 IC50 10.35 9.12 0.0 2
Serine protease 1
CHEMBL3769
 Ki 8.41 8.225 3.9 2
Prothrombin
CHEMBL204
 Ki 8.26 7.9157 5.5 7
Serine protease 1
CHEMBL209
 IC50 8.1 8.1 8.0 1
Prothrombin
CHEMBL4471
 IC50 8.05 8.05 8.9 1
Coagulation factor X
CHEMBL244
 IC50 7.8 6.6 16.0 2
Plasminogen
CHEMBL1801
 IC50 7.6 6.8033 25.0 3
Tissue-type plasminogen activator
CHEMBL1873
 IC50 7.47 6.075 34.0 2
Homo sapiens
CHEMBL372
 IC50 7.08 7.08 83.0 1
Coagulation factor X
CHEMBL3656
 IC50 5.12 5.12 7600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 0.03 nM 10.52 Concentration required to inhibit thrombin was determined 12372529
Serine protease 1 IC50 = 0.045 nM 10.35 Concentration required to inhibit Trypsin was determined 12372529
Serine protease 1 Ki = 3.9 nM 8.41 Inhibition of bovine trypsin 8759623
Prothrombin Ki = 5.5 nM 8.26 Binding inhibition against thrombin was measured by nonlinear regression analysi... 10201846
Prothrombin Ki = 7.0 nM 8.15 Inhibitory constant of thrombin catalytic activity was determined 12372529
Prothrombin IC50 = 8.0 nM 8.1 In vitro activity against thrombin was determined 8035417
Serine protease 1 IC50 = 8.0 nM 8.1 In vitro activity against trypsin was determined 8035417
Prothrombin IC50 = 8.9 nM 8.05 In vitro Enzyme Inhibitory activity measured against Thrombin 7473571
Serine protease 1 Ki = 9.1 nM 8.04 Binding affinity against bovine trypsin 15771442
Prothrombin Ki = 10.0 nM 8.0 Inhibition of human alpha-thrombin. 8759623
Serine protease 1 IC50 = 13.0 nM 7.89 In vitro Enzyme Inhibitory activity measured against Trypsin 7473571
Coagulation factor X IC50 = 16.0 nM 7.8 Concentration required to inhibit Coagulation factor X was determined 12372529
Prothrombin Ki = 18.0 nM 7.75 Inhibition of human alpha-thrombin 18053726
Prothrombin Ki = 18.0 nM 7.75 Binding affinity determined against human alpha thrombin 15771442
Prothrombin Ki = 18.0 nM 7.75 Inhibition constant against human alpha thrombin 15771442
Prothrombin Ki = 18.0 nM 7.75 Binding affinity determined against human alpha thrombin 15771442
Prothrombin IC50 = 18.0 nM 7.75 In vitro inhibition of thrombin catalytic activity using s-2238 substrate at 10 ... 11738569
Prothrombin IC50 = 18.0 nM 7.75 In vitro inhibitory activity against hydrolysis of human alpha thrombin 11738570
Prothrombin IC50 = 23.0 nM 7.64 Inhibitory activity against thrombin induced platelet aggregation 8759623
Plasminogen IC50 = 25.0 nM 7.6 Concentration required to inhibit Plasmin was determined 12372529

Literature References

PubMed DOI Target Context # Activities
15771442 10.1021/jm0303857 Prothrombin 6
15771442 10.1021/jm0303857 Unchecked 6
8759623 10.1021/jm9603274 Unchecked 5
11738570 10.1016/s0960-894x(01)00667-9 Unchecked 4
11738569 10.1016/s0960-894x(01)00664-3 Unchecked 4
10509932 10.1016/s0960-894x(99)00459-x NON-PROTEIN TARGET 3
12372529 10.1016/s0960-894x(02)00651-0 Mus musculus 3
15771442 10.1021/jm0303857 Cavia porcellus 3
15771442 10.1021/jm0303857 Oryctolagus cuniculus 2
8759623 10.1021/jm9603274 Prothrombin 2
10201846 10.1016/s0960-894x(99)00074-8 ADMET 2
10201846 10.1016/s0960-894x(99)00074-8 Prothrombin 2
7473571 10.1021/jm00022a009 Unchecked 2
15771442 10.1021/jm0303857 Thrombin and coagulation factor X 2
- 10.1016/0960-894X(95)00496-G Unchecked 2
15771442 10.1021/jm0303857 Thrombin and urokinase-type plasminogen activator 2
15771442 10.1021/jm0303857 Thrombin & trypsin 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
11738569 10.1016/s0960-894x(01)00664-3 Mus musculus 2
12372529 10.1016/s0960-894x(02)00651-0 Prothrombin 2

Data from ChEMBL 36 via Core Engine