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Compound Detail

CHEMBL269032

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N=C(N)c1ccc(N2CCCN(c3ccc(C(=N)N)cc3)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL269032
Phase Preclinical
Structure Type MOL
InChI Key INGAEVQROKUCFW-UHFFFAOYSA-N
12
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

336.4
MW (Da)
1.97
ALogP
4
HBA
4
HBD
106.2
PSA (Ų)
0.51
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24N6
MW 336.44
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.61

Activity Summary

IC50 13 meas. best 8.7
Ki 5 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
 IC50 8.7 8.7 2.0 1
Trypanosoma brucei
CHEMBL612849
 IC50 8.67 8.5733 2.1 3
Mus musculus
CHEMBL375
 IC50 8.15 8.15 7.1 1
Glutamate NMDA receptor
CHEMBL1907608
 IC50 6.6 5.792 250.0 5
Suppressor of tumorigenicity 14 protein
CHEMBL3018
 Ki 6.4 6.4 397.0 1
Glutamate [NMDA] receptor
CHEMBL2094124
 IC50 5.92 5.92 1190.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.8 5.8 1600.0 1
Trypsin
CHEMBL2095204
 Ki 5.72 5.72 1900.0 1
Pneumocystis carinii
CHEMBL613064
 IC50 5.7 5.7 2000.0 1
Transmembrane protease serine 6
CHEMBL1795139
 Ki 5.36 5.36 4390.0 1
Prothrombin
CHEMBL204
 Ki 5.28 5.28 5300.0 1
Coagulation factor X
CHEMBL3656
 Ki 5.11 5.11 7830.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei brucei IC50 = 2.0 nM 8.7 Antiprotozoal activity against Trypanosoma brucei brucei Lab 110 EATRO strain 28886510
Trypanosoma brucei IC50 = 2.15 nM 8.67 In vitro inhibitory concentration against mice infected with Trypanosoma brucei ... 12620080
Trypanosoma brucei IC50 = 2.71 nM 8.57 In vitro inhibitory concentration against mice infected with Trypanosoma brucei ... 12620080
Trypanosoma brucei IC50 = 3.3 nM 8.48 In vitro inhibitory concentration against mouse infected with Trypanosoma brucei... 12620080
Mus musculus IC50 = 7.1 nM 8.15 In vitro inhibitory concentration against mouse infected with Trypanosoma brucei... 12620080
Glutamate NMDA receptor IC50 = 250.0 nM 6.6 Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta co... 26117647
Glutamate NMDA receptor IC50 = 350.0 nM 6.46 Displacement of [3H]MK-801 from NMDA receptor in Wistar rat brain membranes by s... 26296478
Suppressor of tumorigenicity 14 protein Ki = 397.0 nM 6.4 Inhibition of human matriptase using Boc-Gln-Ala-Arg-AMC as substrate after 20 m... 27287367
Glutamate NMDA receptor IC50 = 1190.0 nM 5.92 Inhibition of [3H]dizocilpine binding to N-methyl-D-aspartate (NMDA) receptor co... 10340618
Glutamate [NMDA] receptor IC50 = 1190.0 nM 5.92 Antagonist activity at NMDA receptor (unknown origin) 24630693
Plasmodium falciparum IC50 = 1600.0 nM 5.8 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 b... 17533134
Trypsin Ki = 1900.0 nM 5.72 Inhibition of human trypsin using Boc-Gln-Ala-Arg-AMC as substrate after 20 mins... 27287367
Pneumocystis carinii IC50 = 2000.0 nM 5.7 Antimicrobial activity against Pneumocystis carinii assessed as ATP level detect... -
Transmembrane protease serine 6 Ki = 4390.0 nM 5.36 Inhibition of human matriptase-2 transfected in HEK cells using Boc-Gln-Ala-Arg-... 27287367
Prothrombin Ki = 5300.0 nM 5.28 Inhibition of human thrombin using Cbz-Gly-Gly-Arg-AMC as substrate after 20 min... 27287367
Glutamate NMDA receptor IC50 = 5470.0 nM 5.26 Displacement of [3H]-MK-801 from rat cortical membranes NMDA receptor by beta co... 26117647
Coagulation factor X Ki = 7830.0 nM 5.11 Inhibition of bovine factor 10a using Boc-Ile-Glu-Gly-Arg-AMC as substrate after... 27287367
Glutamate NMDA receptor IC50 = 19100.0 nM 4.72 Displacement of [3H]-ifenprodil from rat cortical membranes NMDA receptor by bet... 26117647

Literature References

PubMed DOI Target Context # Activities
26296478 10.1016/j.bmcl.2015.08.017 Glutamate NMDA receptor 15
12620080 10.1021/jm020375q Trypanosoma brucei 8
10340618 10.1016/s0960-894x(99)00184-5 Rattus norvegicus 7
12620080 10.1021/jm020375q Mus musculus 6
26117647 10.1016/j.bmc.2015.06.012 Glutamate NMDA receptor 4
- 10.1007/s00044-005-0130-2 Unchecked 2
27287367 10.1016/j.bmcl.2016.05.071 Transmembrane protease serine 6 2
11591500 10.1016/s0960-894x(01)00541-8 Pneumocystis carinii 2
10340618 10.1016/s0960-894x(99)00184-5 Glutamate NMDA receptor 1
17533134 10.1016/j.bmc.2007.05.034 Plasmodium falciparum 1
12620080 10.1021/jm020375q Nucleic Acid 1
- 10.1007/s00044-005-0130-2 SN12C 1
- 10.1007/s00044-005-0130-2 CAKI-1 1
- 10.1007/s00044-005-0130-2 A498 1
- 10.1007/s00044-005-0130-2 DNA 1
- 10.1007/s00044-005-0130-2 MCF7 1
28886510 10.1016/j.ejmech.2017.08.014 Trypanosoma brucei brucei 1
- 10.1007/s00044-005-0130-2 NCI-H460 1
12620080 10.1021/jm020375q Calf thymus DNA 1
11591500 10.1016/s0960-894x(01)00541-8 Unchecked 1

Data from ChEMBL 36 via Core Engine