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Compound Detail

CHEMBL279962

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N=C(N)c1ccc2oc(CCc3cc4cc(C(=N)N)ccc4o3)cc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279962
Phase Preclinical
Structure Type MOL
InChI Key YMOFSDWBUFAIRB-UHFFFAOYSA-N
9
Targets
11
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

346.4
MW (Da)
3.53
ALogP
4
HBA
4
HBD
126.0
PSA (Ų)
0.33
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H18N4O2
MW 346.39
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness 0.16

Activity Summary

IC50 6 meas. best 8.52
Ki 5 meas. best 5.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 8.52 8.52 3.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 8.1 8.1 8.0 1
Coagulation factor X
CHEMBL244
 IC50 7.0 7.0 100.0 1
Leishmania donovani
CHEMBL367
 IC50 5.97 5.97 1060.0 1
Unchecked
CHEMBL612545
 Ki 5.65 5.65 2240.0 1
Prothrombin
CHEMBL4471
 Ki 5.38 5.38 4170.0 1
Prothrombin
CHEMBL204
 IC50 5.3 5.3 5000.0 1
Glandular kallikrein
CHEMBL3243909
 Ki 5.02 5.02 9530.0 1
L6
CHEMBL614793
 IC50 4.67 4.67 21500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 3.0 nM 8.52 Antimalarial activity against chloroquine-resistant Plasmodium falciparum K1 17948982
Trypanosoma brucei rhodesiense IC50 = 8.0 nM 8.1 Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB900 17948982
Coagulation factor X IC50 = 100.0 nM 7.0 In vitro evaluation for the concentration needed for inhibiting factor Xa by 50% 8164262
Leishmania donovani IC50 = 1060.0 nM 5.97 Antitrypanosomal activity against Leishmania donovani (MHOM/SD/62/1S-CL2D) axeni... 17948982
Unchecked Ki = 2240.0 nM 5.65 Competitive reversible inhibition of bovine trypsin using alpha-N-benzoyl-DL-arg... 671460
Prothrombin Ki = 4170.0 nM 5.38 Competitive reversible inhibition of bovine thrombin using alpha-N-benzoyl-DL-ar... 671460
Prothrombin IC50 = 5000.0 nM 5.3 In vitro evaluation for the concentration needed for inhibiting thrombin by 50% 8164262
Glandular kallikrein Ki = 9530.0 nM 5.02 Competitive reversible inhibition of porcine pancreatic kallikrein using alpha-N... 671460
L6 IC50 = 21500.0 nM 4.67 Cytotoxicity against rat L6 cells 17948982

Literature References

PubMed DOI Target Context # Activities
17948982 10.1021/jm0708634 Unchecked 4
671460 10.1021/jm00205a005 Plasma 3
19635954 10.1128/aac.01709-08 Bacillus anthracis 2
8164262 10.1021/jm00034a018 ADMET 1
8164262 10.1021/jm00034a018 Coagulation factor X 1
8164262 10.1021/jm00034a018 Prothrombin 1
6157024 10.1021/jm00181a016 Gag-Pol polyprotein 1
- 10.1016/S0960-894X(97)10081-6 Coagulation factor X 1
17948982 10.1021/jm0708634 L6 1
17948982 10.1021/jm0708634 Trypanosoma brucei rhodesiense 1
17948982 10.1021/jm0708634 Plasmodium falciparum 1
17948982 10.1021/jm0708634 Leishmania donovani 1
20503967 10.1021/jm100146h Coagulation factor X 1
671460 10.1021/jm00205a005 Prothrombin 1
671460 10.1021/jm00205a005 Unchecked 1
671460 10.1021/jm00205a005 Glandular kallikrein 1

Data from ChEMBL 36 via Core Engine