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Compound Detail

CHEMBL279433

L-778123 FREE BASE
Phase I
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Phase I
N#Cc1ccc(Cn2cncc2CN2CCN(c3cccc(Cl)c3)C(=O)C2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279433
Name L-778123 FREE BASE
Phase Phase I
Structure Type MOL
InChI Key JNUGFGAVPBYSHF-UHFFFAOYSA-N
12
Targets
41
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

405.9
MW (Da)
3.31
ALogP
5
HBA
0
HBD
65.2
PSA (Ų)
0.65
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C22H20ClN5O
MW 405.89
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -1.89

Activity Summary

IC50 33 meas. best 8.7
EC50 6 meas. best 7.04
Ki 2 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GTPase NRas
CHEMBL2079845
 Ki 9.52 9.52 0.3 1
GTPase HRas
CHEMBL2167
 Ki 8.8 8.8 1.6 1
Protein farnesyltransferase
CHEMBL2095178
 IC50 8.7 7.86 2.0 2
Protein farnesyltransferase
CHEMBL2094108
 IC50 8.52 7.368 3.0 5
Protein farnesyltransferase
CHEMBL2095197
 IC50 8.44 8.44 3.6 1
Unchecked
CHEMBL612545
 IC50 7.4 6.92 40.0 12
Protein farnesyl/geranylgeranyl transferase
CHEMBL2096991
 EC50 7.04 7.04 92.0 1
PSN1
CHEMBL614241
 EC50 7.04 5.8033 92.0 3
Geranylgeranyl transferase type I
CHEMBL2095164
 IC50 7.0 5.505 99.0 2
Human immunodeficiency virus 1
CHEMBL378
 EC50 6.77 6.77 170.0 1
HT-29
CHEMBL384
 IC50 5.82 5.82 1520.0 1
A549
CHEMBL392
 IC50 5.76 5.76 1720.0 1
Geranylgeranyl transferase type I
CHEMBL2095164
 EC50 5.17 5.17 6800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2151.22 ng.hr.mL-1 Canis lupus familiaris
Cmax 2980.0 nM Canis lupus familiaris
T1/2 0.79 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GTPase NRas Ki = 0.3 nM 9.52 Binding affinity to NRAS (unknown origin) assessed as inhibition constant 33228976
GTPase HRas Ki = 1.6 nM 8.8 Binding affinity to HRAS (unknown origin) assessed as inhibition constant 33228976
Protein farnesyltransferase IC50 = 2.0 nM 8.7 Inhibition of Farnesyltransferase catalyzed incorporation of [3H]-FPP into recom... 11965368
Protein farnesyltransferase IC50 = 3.0 nM 8.52 Concentration required to displace 50% of a radiolabeled farnesyltransferase inh... 11378366
Protein farnesyltransferase IC50 = 3.3 nM 8.48 Inhibition of human farnesyltransferase in PSN-1 cells. 12036349
Protein farnesyltransferase IC50 = 3.6 nM 8.44 Displacement of radiolabeled FTI from Farnesyltransferase in cultured Ha-ras tra... 14741259
Protein farnesyltransferase IC50 = 3.6 nM 8.44 Inhibition of Farnesyltransferase in cells, evaluated in a radiotracer assay for... 12036349
Unchecked IC50 = 40.0 nM 7.4 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 50.0 nM 7.3 Inhibition of rat recombinant FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 50.0 nM 7.3 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 50.0 nM 7.3 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 60.0 nM 7.22 Inhibition of rat farnesyltransferase assessed as inhibition of farnesylation of... 36218371
Unchecked IC50 = 70.0 nM 7.16 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 70.0 nM 7.16 Antiproliferative activity against human cancer cell lines harboring wild type R... 33228976
Unchecked IC50 = 70.0 nM 7.16 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Unchecked IC50 = 70.0 nM 7.16 Inhibition of recombinant rat FTase expressed in Escherichia coli using 3H-FPP a... 33488970
Protein farnesyl/geranylgeranyl transferase EC50 = 92.0 nM 7.04 Effective concentration required to inhibit K-ras processing in PSN-1 cells 15055985
PSN1 EC50 = 92.0 nM 7.04 Effective dose required for half-maximal inhibition of farnesylated protein (HDJ... 14741259
Protein farnesyltransferase IC50 = 95.0 nM 7.02 Displacement of radiolabeled FTI from Farnesyltransferase in v-Ha-ras-transforme... 11965368
Geranylgeranyl transferase type I IC50 = 99.0 nM 7.0 Inhibition of [1-3H]-GGPP incorporation into biotinylated K4B-Ras peptide by ger... 12113834

Literature References

PubMed DOI Target Context # Activities
33488970 10.1021/acsmedchemlett.0c00551 Unchecked 8
14741259 10.1016/j.bmcl.2003.11.051 PSN1 4
11181899 - ATP-dependent translocase ABCB1 3
33488970 10.1021/acsmedchemlett.0c00551 Human immunodeficiency virus 1 3
11229765 10.1016/s0960-894x(00)00710-1 Canis familiaris 2
11965368 10.1016/s0960-894x(02)00154-3 Protein farnesyltransferase 2
12036349 10.1021/jm010531d Protein farnesyltransferase 2
33228976 10.1016/j.ejmech.2020.113006 HT-29 2
14741259 10.1016/j.bmcl.2003.11.051 Geranylgeranyl transferase type I 2
14741259 10.1016/j.bmcl.2003.11.051 Protein farnesyltransferase 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33228976 10.1016/j.ejmech.2020.113006 A549 2
36218371 10.1021/acs.jmedchem.2c00902 Unchecked 2
33228976 10.1016/j.ejmech.2020.113006 Unchecked 2
11378366 10.1016/s0960-894x(01)00240-2 Geranylgeranyl transferase type I 2
11378366 10.1016/s0960-894x(01)00240-2 Protein farnesyltransferase 2
11229765 10.1016/s0960-894x(00)00710-1 ADMET 1
11229765 10.1016/s0960-894x(00)00710-1 No relevant target 1
11378366 10.1016/s0960-894x(01)00240-2 Rat1 1
15055985 10.1021/jm0305467 Geranylgeranyl transferase type I 1

Data from ChEMBL 36 via Core Engine