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Compound Detail

CHEMBL19080

L-375378
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Cc1nc(N)ccc1CNC(=O)Cn1c(C)cnc(NCCc2ccccc2)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL19080
Name L-375378
Phase Preclinical
Structure Type MOL
InChI Key PVDHYBJORRALSQ-UHFFFAOYSA-N
4
Targets
18
Activities
2
Assay Types
20
PK Parameters
20
Publications
0
Known Names

Molecular Properties

406.5
MW (Da)
1.81
ALogP
7
HBA
3
HBD
114.9
PSA (Ų)
0.53
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H26N6O2
MW 406.49
Aromatic Rings 3
Heavy Atoms 30
NP-Likeness -1.28

Activity Summary

Ki 16 meas. best 9.1
IC50 2 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Prothrombin
CHEMBL204
 IC50 9.1 9.1 0.8 1
Prothrombin
CHEMBL204
 Ki 9.1 9.0889 0.8 9
Serine protease 1
CHEMBL209
 Ki 5.75 5.75 1800.0 4
Trypsin
CHEMBL2095204
 IC50 5.75 5.75 1800.0 1
Trypsin
CHEMBL2095204
 Ki 5.75 5.75 1800.0 2
Unchecked
CHEMBL612545
 Ki 5.2 5.2 6250.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4552.69 ng.hr.mL-1 -
AUC 9389.92 ng.hr.mL-1 Canis lupus familiaris
AUC 4583.33 ng.hr.mL-1 Canis lupus familiaris
AUC 4583.33 ng.hr.mL-1 Canis lupus familiaris
AUC 4552.69 ng.hr.mL-1 Canis lupus familiaris
Cmax 1960.0 nM Canis lupus familiaris
Cmax 5370.0 nM Canis lupus familiaris
Cmax 2214.08 nM Canis lupus familiaris
Cmax 2214.08 nM Canis lupus familiaris
Cmax 1960.0 nM Canis lupus familiaris
F 91.0 % Canis lupus familiaris
F 42.0 % Rattus norvegicus
F 60.0 % Macaca mulatta
T1/2 3.85 hr Canis lupus familiaris
T1/2 3.18 hr Canis lupus familiaris
T1/2 3.317 hr Canis lupus familiaris
T1/2 3.317 hr Canis lupus familiaris
T1/2 3.85 hr Canis lupus familiaris
Tmax 0.875 hr Canis lupus familiaris
Tmax 0.875 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Prothrombin IC50 = 0.8 nM 9.1 Inhibition of thrombin (unknown origin) -
Prothrombin Ki = 0.8 nM 9.1 Inhibitory activity against thrombin (IIa) was determined 9804686
Prothrombin Ki = 0.8 nM 9.1 Inhibition of Thrombin 12617893
Prothrombin Ki = 0.8 nM 9.1 Inhibition of thrombin in human plasma 12482415
Prothrombin Ki = 0.8 nM 9.1 Inhibitory constant against thrombin (IIa) 12570369
Prothrombin Ki = 0.8 nM 9.1 Inhibitory potency against human thrombin 15163182
Prothrombin Ki = 0.8 nM 9.1 Inhibitory constant evaluated against thrombin (Factor IIa) 14505652
Prothrombin Ki = 0.8 nM 9.1 Inhibition of Thrombin (unknown origin) 26200936
Prothrombin Ki = 0.8 nM 9.1 Inhibition of human thrombin assessed as release of p-nitroanilide from chromoge... 29407959
Prothrombin Ki = 1.0 nM 9.0 In vitro inhibitory constant against human thrombin (FIIa). 11934589
Trypsin IC50 = 1800.0 nM 5.75 Inhibition of trypsin (unknown origin) -
Trypsin Ki = 1800.0 nM 5.75 Inhibition of human trypsin assessed as release of p-nitroanilide from chromogen... 29407959
Serine protease 1 Ki = 1800.0 nM 5.75 Inhibitory constant evaluated against trypsin 14505652
Serine protease 1 Ki = 1800.0 nM 5.75 Inhibitory constant against human trypsin 12570369
Trypsin Ki = 1800.0 nM 5.75 Inhibition of trypsin in human plasma 12482415
Serine protease 1 Ki = 1800.0 nM 5.75 Inhibition of Trypsin 12617893
Serine protease 1 Ki = 1800.0 nM 5.75 Inhibitory activity against trypsin was determined 9804686
Unchecked Ki = 6250.0 nM 5.2 Enzymatic Assay for MASP-2: The assay was run at room temperature in an assay bu... -

Literature References

PubMed DOI Target Context # Activities
29407959 10.1016/j.ejmech.2018.01.067 Canis familiaris 4
12270176 10.1016/s0960-894x(02)00585-1 Canis familiaris 3
9804686 10.1021/jm980368v ADMET 3
9804686 10.1021/jm980368v Canis familiaris 3
12617893 10.1016/s0960-894x(03)00017-9 Canis familiaris 3
11934589 10.1016/s0960-894x(02)00129-4 Canis familiaris 3
9804686 10.1021/jm980368v NON-PROTEIN TARGET 2
9804686 10.1021/jm980368v Rattus norvegicus 2
14505652 10.1016/s0960-894x(03)00732-7 Serine protease 1 2
12482415 10.1016/s0960-894x(02)00946-0 Homo sapiens 2
12482415 10.1016/s0960-894x(02)00946-0 Prothrombin 1
12570369 10.1021/jm020311f Serine protease 1 1
12570369 10.1021/jm020311f Prothrombin 1
11934589 10.1016/s0960-894x(02)00129-4 Coagulation factor X 1
11934589 10.1016/s0960-894x(02)00129-4 Prothrombin 1
12482415 10.1016/s0960-894x(02)00946-0 Trypsin 1
9804686 10.1021/jm980368v Prothrombin 1
12617893 10.1016/s0960-894x(03)00017-9 NON-PROTEIN TARGET 1
12617893 10.1016/s0960-894x(03)00017-9 Serine protease 1 1
29407959 10.1016/j.ejmech.2018.01.067 ADMET 1

Data from ChEMBL 36 via Core Engine