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Compound Detail

CHEMBL495979

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Fc1cccc(COc2ccc(Nc3ncnc4cc(C#C[C@@H]5CCCN5)sc34)cc2Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL495979
Phase Preclinical
Structure Type MOL
InChI Key FNYHTKUCTLSINN-SFHVURJKSA-N
8
Targets
9
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

479.0
MW (Da)
5.91
ALogP
6
HBA
2
HBD
59.1
PSA (Ų)
0.35
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H20ClFN4OS
MW 478.98
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.24

Activity Summary

EC50 5 meas. best 6.66
IC50 4 meas. best 7.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Receptor tyrosine-protein kinase erbB-2
CHEMBL1824
 IC50 7.27 7.27 54.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 6.96 6.96 109.0 1
BT-474
CHEMBL614529
 IC50 6.69 6.69 205.0 1
Trypanosoma brucei brucei
CHEMBL612851
 EC50 6.66 6.62 220.0 2
HN5
CHEMBL614828
 IC50 6.27 6.27 536.0 1
Plasmodium falciparum
CHEMBL364
 EC50 6.03 6.03 940.0 1
Trypanosoma cruzi
CHEMBL368
 EC50 5.43 5.43 3700.0 1
Leishmania major
CHEMBL612879
 EC50 5.38 5.38 4200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Receptor tyrosine-protein kinase erbB-2 IC50 = 54.0 nM 7.27 Inhibition of ErbB2 kinase 18842405
Epidermal growth factor receptor IC50 = 109.0 nM 6.96 Inhibition of EGFR kinase 18842405
BT-474 IC50 = 205.0 nM 6.69 Antiproliferative activity against human BT474 cells overexpressing ErbB2 after ... 18842405
Trypanosoma brucei brucei EC50 = 220.0 nM 6.66 Antitrypanosomal activity against Trypanosoma brucei brucei 427 after 48 hrs by ... 30344906
Trypanosoma brucei brucei EC50 = 260.0 nM 6.58 Antiparasitic activity against bloodstream Trypanosoma brucei bruei CA427 after ... 25685309
HN5 IC50 = 536.0 nM 6.27 Antiproliferative activity against human HN5 cells overexpressing EGFR after 3 d... 18842405
Plasmodium falciparum EC50 = 940.0 nM 6.03 Antimalarial activity against Plasmodium falciparum D6 trophozoites after 72 hrs... 30344906
Trypanosoma cruzi EC50 = 3700.0 nM 5.43 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen intracellular amast... 30344906
Leishmania major EC50 = 4200.0 nM 5.38 Antileishmanial activity against Leishmania major intracellular amastigotes harb... 30344906

Literature References

PubMed DOI Target Context # Activities
30344906 10.1021/acsmedchemlett.8b00245 Unchecked 6
18842405 10.1016/j.bmcl.2008.09.090 Epidermal growth factor receptor 2
30344906 10.1021/acsmedchemlett.8b00245 Trypanosoma brucei brucei 2
18842405 10.1016/j.bmcl.2008.09.090 Receptor tyrosine-protein kinase erbB-2 1
18842405 10.1016/j.bmcl.2008.09.090 HN5 1
18842405 10.1016/j.bmcl.2008.09.090 BT-474 1
18842405 10.1016/j.bmcl.2008.09.090 ADMET 1
25685309 10.1039/c4md00441h Trypanosoma brucei brucei 1
30344906 10.1021/acsmedchemlett.8b00245 HepG2 1
30344906 10.1021/acsmedchemlett.8b00245 Trypanosoma cruzi 1
30344906 10.1021/acsmedchemlett.8b00245 NIH3T3 1
30344906 10.1021/acsmedchemlett.8b00245 Leishmania major 1
30344906 10.1021/acsmedchemlett.8b00245 Plasmodium falciparum 1

Data from ChEMBL 36 via Core Engine