Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL54044

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CSCC[C@H](NC(=O)c1ccc(NC[C@@H](N)CS)cc1-c1ccccc1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL54044
Phase Preclinical
Structure Type MOL
InChI Key ZIXDDEATQSBHHL-BEFAXECRSA-N
7
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

433.6
MW (Da)
2.96
ALogP
6
HBA
5
HBD
104.5
PSA (Ų)
0.35
QED
0
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H27N3O3S2
MW 433.60
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.65

Activity Summary

IC50 19 meas. best 9.3
EC50 1 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein farnesyltransferase
CHEMBL2094108
 IC50 9.3 9.0217 0.5 12
Protein farnesyltransferase
CHEMBL2095178
 IC50 9.3 9.3 0.5 1
Unchecked
CHEMBL612545
 IC50 8.05 7.9567 9.0 3
Geranylgeranyl transferase type I
CHEMBL2095164
 IC50 7.3 7.3 50.0 1
LoVo
CHEMBL614721
 IC50 7.3 7.3 50.0 1
Protein farnesyltransferase
CHEMBL2096912
 IC50 6.0 6.0 1000.0 1
NIH3T3
CHEMBL614822
 EC50 6.0 6.0 1000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein farnesyltransferase IC50 = 0.5 nM 9.3 In vitro inhibition of farnesyltransferase from bovine brain 9784104
Protein farnesyltransferase IC50 = 0.5 nM 9.3 Inhibition of [3H]FPP incorporation into Ha-ras protein by Farnesyltransferase 11677136
Protein farnesyltransferase IC50 = 0.5 nM 9.3 Inhibition of mammalian Farnesyltransferase 11277514
Protein farnesyltransferase IC50 = 0.5 nM 9.3 In vitro inhibitory activity was evaluated against farnesyltransferase (FTase) 10328287
Protein farnesyltransferase IC50 = 0.5 nM 9.3 Inhibition of mammalian protein farnesyltransferase 14711313
Protein farnesyltransferase IC50 = 0.5 nM 9.3 Inhibition of human recombinant FTase using [3H]farnesyldiphosphate 25530833
Protein farnesyltransferase IC50 = 0.5 nM 9.3 Inhibition of FTase isolated from human Burkitt's lymphoma cells assessed as dec... 28505447
Protein farnesyltransferase IC50 = 0.51 nM 9.29 Inhibitory activity against farnesyltransferase (FT) using SPA assay 10201832
Protein farnesyltransferase IC50 = 0.6 nM 9.22 Inhibitory concentration against farnesyltransferase was determined 15055985
Protein farnesyltransferase IC50 = 0.61 nM 9.21 Inhibition of farnesyltransferase from human Burkitt lymphoma (Daudi) cells 11754590
Protein farnesyltransferase IC50 = 1.7 nM 8.77 Inhibition of Trypanosoma brucei protein farnesyltransferase 14711313
Protein farnesyltransferase IC50 = 7.0 nM 8.15 Inhibition of human recombinant farnesyltransferase using farnesylpyrophosphate ... 27282741
Unchecked IC50 = 9.0 nM 8.05 Inhibition of rat recombinant FTase using Dansyl-Gly-Cys-Val-Leu-Ser-OH peptide ... 21802946
Unchecked IC50 = 10.0 nM 8.0 Inhibition of Trypanosoma brucei recombinant farnesyltransferase using dansyl pe... 28666857
Protein farnesyltransferase IC50 = 15.0 nM 7.82 Inhibition of human FTase after 15 mins by fluorimetric analysis 21256013
Unchecked IC50 = 15.0 nM 7.82 Inhibition of recombinant human farnesyltransferase using dansyl-GCVLS as substr... 28666857
LoVo IC50 = 50.0 nM 7.3 Inhibition of human adenocarcinoma cell line LoVo proliferation 11784156
Geranylgeranyl transferase type I IC50 = 50.0 nM 7.3 Inhibition of human GGTase1 in human Burkitt lymphoma (Daudi) cell supernatant u... 25530833
NIH3T3 EC50 = 1000.0 nM 6.0 Inhibition of H-ras processing in subconfluent H-Ras-transformed NIH3T3 cells 10201832
Protein farnesyltransferase IC50 = 1000.0 nM 6.0 Inhibition of mammalian H-Ras processing in NIH 3T3 cells 11277514

Literature References

PubMed DOI Target Context # Activities
27282741 10.1016/j.bmcl.2016.05.074 Protein farnesyltransferase 2
28666857 10.1016/j.bmc.2017.06.029 Unchecked 2
14711313 10.1021/jm030236o Protein farnesyltransferase 2
11277514 10.1016/s0960-894x(01)00055-5 Protein farnesyltransferase 2
11277514 10.1016/s0960-894x(01)00055-5 Plasmodium falciparum 2
11677136 10.1016/s0960-894x(01)00593-5 Protein farnesyltransferase 1
14711313 10.1021/jm030236o NIH3T3 1
14711313 10.1021/jm030236o Trypanosoma brucei rhodesiense 1
28505447 10.1021/acs.jmedchem.6b01817 Protein farnesyltransferase 1
10328287 10.1016/s0960-894x(99)00144-4 Protein farnesyltransferase 1
11754590 10.1021/jm0103099 Protein farnesyltransferase 1
15055985 10.1021/jm0305467 Protein farnesyltransferase 1
10201832 10.1016/s0960-894x(99)00080-3 NIH3T3 1
10201832 10.1016/s0960-894x(99)00080-3 Protein farnesyltransferase 1
11784156 10.1021/jm0102856 LoVo 1
11784156 10.1021/jm0102856 Caco-2 1
11784156 10.1021/jm0102856 Mitogen-activated protein kinase 1 1
11784156 10.1021/jm0102856 Dual specificity mitogen-activated protein kinase kinase 1 1
11784156 10.1021/jm0102856 Serine/threonine-protein kinase RAF and Dual specificity mitogen-activated protein kinase kinase 1 (Raf/MEK) 1
9784104 10.1021/jm980298s NIH3T3 1

Data from ChEMBL 36 via Core Engine