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Compound Detail

CHEMBL1230468

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Cc1nn(C)c(C)c1NS(=O)(=O)c1c(Cl)cc(-c2ccnc(N3CCNCC3)c2)cc1Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1230468
Phase Preclinical
Structure Type MOL
InChI Key XMBSZPZJLPTFMV-UHFFFAOYSA-N
14
Targets
43
Activities
3
Assay Types
13
PK Parameters
20
Publications
0
Known Names

Molecular Properties

495.4
MW (Da)
3.62
ALogP
7
HBA
2
HBD
92.2
PSA (Ų)
0.56
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 C21H24Cl2N6O2S
MW 495.44
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.84

Activity Summary

IC50 19 meas. best 9.0
Ki 17 meas. best 8.6
EC50 7 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glycylpeptide N-tetradecanoyltransferase
CHEMBL3988596
 IC50 9.0 9.0 1.0 1
Glycylpeptide N-tetradecanoyltransferase
CHEMBL1949483
 IC50 8.7 8.7 2.0 1
Trypanosoma brucei brucei
CHEMBL612851
 EC50 8.7 8.7 2.0 1
Trypanosoma brucei
CHEMBL612849
 EC50 8.7 8.7 2.0 2
Unchecked
CHEMBL612545
 IC50 8.7 8.655 2.0 4
Unchecked
CHEMBL612545
 Ki 8.6 8.6 2.5 1
Glycylpeptide N-tetradecanoyltransferase 1
CHEMBL2593
 IC50 8.52 8.49 3.0 4
Glycylpeptide N-tetradecanoyltransferase 2
CHEMBL2849
 IC50 8.52 8.52 3.0 1
Glycylpeptide N-tetradecanoyltransferase 1
CHEMBL2593
 Ki 8.4 7.2931 4.0 13
Glycylpeptide N-tetradecanoyltransferase
CHEMBL1949483
 Ki 8.08 7.7733 8.4 3
Glycylpeptide N-tetradecanoyltransferase
CHEMBL3988591
 IC50 8.05 8.05 9.0 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 8.0 6.48 10.0 2
MRC5
CHEMBL614181
 EC50 6.52 6.46 300.0 2
Trypanosoma cruzi
CHEMBL368
 IC50 6.07 6.07 850.0 1
Leishmania infantum
CHEMBL612848
 IC50 6.0 6.0 1010.0 1
HeLa
CHEMBL399
 IC50 5.55 5.55 2800.0 1
Leishmania donovani
CHEMBL367
 EC50 5.16 4.9 7000.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.55 4.55 28000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 6533.33 ng.hr.mL-1 Mus musculus
CL 6.0 mL.min-1.kg-1 Mus musculus
CL 0.5 mL.min-1.g-1 Rattus norvegicus
CL 1.2 mL.min-1.g-1 Homo sapiens
CL 0.6 mL.min-1.g-1 Mus musculus
CL 0.1 mL.min-1.g-1 Mus musculus
CL 0.6 mL.min-1.g-1 Mus musculus
F 19.0 % Mus musculus
F 20.0 % Mus musculus
Fu 0.11 - Mus musculus
Fu 0.18 - Homo sapiens
T1/2 1.2 hr Mus musculus
Vd 0.4 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glycylpeptide N-tetradecanoyltransferase IC50 = 1.0 nM 9.0 Enzyme Inhibition Assay: Measurements were performed using a modification of the... -
Trypanosoma brucei EC50 = 2.0 nM 8.7 Antitrypanosomal activity against Trypanosoma brucei BSF427 expressing VSG118 in... 25412409
Unchecked IC50 = 2.0 nM 8.7 Inhibition of Trypanosoma brucei NMT using [3H]-myristoyl-coA/biotinylated CAP5.... 29125744
Unchecked IC50 = 2.0 nM 8.7 Inhibition of Trypanosoma brucei N-myristoyltransferase assessed as transfer of ... 25412409
Glycylpeptide N-tetradecanoyltransferase IC50 = 2.0 nM 8.7 Inhibition of Leishmania major N-myristoyltransferase using [3H]myristoyl-CoA an... 22148754
Unchecked IC50 = 2.0 nM 8.7 Inhibition of Trypanosoma brucei N-myristoyltransferase using [3H]myristoyl-CoA ... 22148754
Trypanosoma brucei EC50 = 2.0 nM 8.7 Antimicrobial activity against blood stream form Trypanosoma brucei BSF427 expre... 22148754
Trypanosoma brucei brucei EC50 = 2.0 nM 8.7 Trypanocidal activity against bloodstream form of Trypanosoma brucei brucei s427... 29125744
Unchecked Ki = 2.5 nM 8.6 Binding affinity to Leishmania donovani NMT assessed as apparent inhibition cons... 37336067
Glycylpeptide N-tetradecanoyltransferase 1 IC50 = 3.0 nM 8.52 Inhibition of human N-myristoyltransferase 1 assessed as transfer of [3H]-myrist... 25412409
Glycylpeptide N-tetradecanoyltransferase 2 IC50 = 3.0 nM 8.52 Inhibition of human N-myristoyltransferase 2 assessed as transfer of [3H]-myrist... 25412409
Glycylpeptide N-tetradecanoyltransferase 1 IC50 = 3.0 nM 8.52 Enzyme Inhibition Assay: Measurements were performed using a modification of the... -
Unchecked IC50 = 3.0 nM 8.52 Inhibition of Trypanosoma cruzi N-myristoyltransferase using [3H]myristoyl-CoA a... 22148754
Glycylpeptide N-tetradecanoyltransferase 1 IC50 = 3.0 nM 8.52 Inhibition of human N-myristoyltransferase 1 using [3H]myristoyl-CoA and GCGGSKV... 22148754
Glycylpeptide N-tetradecanoyltransferase 1 Ki = 4.0 nM 8.4 Inhibition of human NMT1 L495M mutant expressed in Escherichia coli Rosetta-2 ce... 31423787
Glycylpeptide N-tetradecanoyltransferase 1 IC50 = 4.0 nM 8.4 Inhibition of human NMT1 using [3H]-myristoyl-coA/biotinylated CAP5.5 as substra... 29125744
Glycylpeptide N-tetradecanoyltransferase Ki = 8.4 nM 8.08 Inhibition of N-terminal TEV cleavage site-fused His6 tagged Leishmania major NM... 31423787
Glycylpeptide N-tetradecanoyltransferase IC50 = 9.0 nM 8.05 Enzyme Inhibition Assay: Measurements were performed using a modification of the... -
Trypanosoma brucei brucei IC50 = 10.0 nM 8.0 Antitrypanosomal activity against Trypanosoma brucei brucei 427 bloodstream form... 30647879
Glycylpeptide N-tetradecanoyltransferase 1 Ki = 11.3 nM 7.95 Inhibition of human NMT1 W297F/A452M/L453V/L462V/L495M/Q496L mutant expressed in... 31423787

Literature References

PubMed DOI Target Context # Activities
31423787 10.1021/acs.jmedchem.9b00586 Glycylpeptide N-tetradecanoyltransferase 1 13
31423787 10.1021/acs.jmedchem.9b00586 Glycylpeptide N-tetradecanoyltransferase 5
25412409 10.1021/jm500809c Mus musculus 4
30647879 10.1039/C8MD00319J Trypanosoma brucei brucei 4
22148754 10.1021/jm201091t Mus musculus 4
22148754 10.1021/jm201091t Liver microsomes 2
25412409 10.1021/jm500809c Trypanosoma brucei rhodesiense 2
25412409 10.1021/jm500809c Unchecked 2
37336067 10.1016/j.ejmech.2023.115550 Leishmania donovani 2
- 10.6019/CHEMBL3832761 Trypanosoma brucei 2
22148754 10.1021/jm201091t Unchecked 2
29125744 10.1021/acs.jmedchem.7b01255 Unchecked 2
22148754 10.1021/jm201091t Trypanosoma brucei brucei 2
22148754 10.1021/jm201091t Plasma 2
22148754 10.1021/jm201091t Liver 1
22148754 10.1021/jm201091t Voltage-gated inwardly rectifying potassium channel KCNH2 1
22148754 10.1021/jm201091t Cytochrome P450 1A2 1
22148754 10.1021/jm201091t Caco-2 1
22148754 10.1021/jm201091t Cytochrome P450 2D6 1
22148754 10.1021/jm201091t Trypanosoma brucei rhodesiense 1

Data from ChEMBL 36 via Core Engine