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Compound Detail

CHEMBL4465998

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Cc1n(C(C)C)c2c([n+]1C(C)C)C(=O)c1ccccc1C2=O.[Br-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4465998
Phase Preclinical
Structure Type MOL
InChI Key FDUHDJLIPKZDHS-UHFFFAOYSA-M
Parent Compound CHEMBL4596987
Active Moiety CHEMBL4596987
2
Targets
14
Activities
1
Assay Types
9
PK Parameters
6
Publications
0
Known Names

Molecular Properties

297.4
MW (Da)
3.02
ALogP
3
HBA
0
HBD
43.0
PSA (Ų)
0.68
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H21BrN2O2
MW 377.28
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.22

Activity Summary

IC50 14 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 9.0 8.3523 1.0 13
CHO-K1
CHEMBL614031
 IC50 4.25 4.25 56700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 644.42 ng.hr.mL-1 Mus musculus
AUC 341.99 ng.hr.mL-1 Mus musculus
CL 70.0 mL.min-1.kg-1 Mus musculus
Cmax 337000.0 nM Mus musculus
F 5.0 % Mus musculus
T1/2 1.4 hr Mus musculus
T1/2 11.3 hr Mus musculus
Tmax 2.0 hr Mus musculus
Vd 8.3 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 1.0 nM 9.0 Antimalarial activity against Plasmodium falciparum NF54 incubated for 48 hrs by... 31938463
Plasmodium falciparum IC50 = 1.43 nM 8.85 Antimalarial activity against asexual stage of Plasmodium falciparum NF54 assess... 31938463
Plasmodium falciparum IC50 = 1.43 nM 8.85 Antimalarial activity against drug sensitive Plasmodium falciparum NF54 33333397
Plasmodium falciparum IC50 = 1.6 nM 8.8 Antimalarial activity against Plasmodium falciparum TM90C2B incubated for 48 hrs... 31938463
Plasmodium falciparum IC50 = 1.9 nM 8.72 Antimalarial activity against Plasmodium falciparum K1 incubated for 48 hrs by [... 31938463
Plasmodium falciparum IC50 = 2.18 nM 8.66 Antimalarial activity against asexual stage of Plasmodium falciparum W2 assessed... 31938463
Plasmodium falciparum IC50 = 2.18 nM 8.66 Antimalarial activity against drug resistant Plasmodium falciparum W2 33333397
Plasmodium falciparum IC50 = 2.5 nM 8.6 Antimalarial activity against asexual stage of Plasmodium falciparum K1 assessed... 31938463
Plasmodium falciparum IC50 = 2.5 nM 8.6 Antimalarial activity against drug resistant Plasmodium falciparum K1 33333397
Plasmodium falciparum IC50 = 4.7 nM 8.33 Antimalarial activity against asexual stage of Plasmodium falciparum Dd2 infecte... 31938463
Plasmodium falciparum IC50 = 6.5 nM 8.19 Antimalarial activity against asexual stage of Plasmodium falciparum 3D7 infecte... 31938463
Plasmodium falciparum IC50 = 72.0 nM 7.14 Antimalarial activity against Plasmodium falciparum NF54 early gametocytes trans... 31938463
Plasmodium falciparum IC50 = 653.0 nM 6.18 Antimalarial activity against Plasmodium falciparum NF54 late gametocytes transf... 31938463
CHO-K1 IC50 = 56700.0 nM 4.25 Cytotoxicity against CHOK1 cells assessed as reduction in cell viability incubat... 31938463

Literature References

PubMed DOI Target Context # Activities
31938463 10.1021/acsmedchemlett.9b00457 ADMET 15
31938463 10.1021/acsmedchemlett.9b00457 Plasmodium falciparum 12
33333397 10.1016/j.ejmech.2020.113084 Plasmodium falciparum 5
31938463 10.1021/acsmedchemlett.9b00457 No relevant target 3
31938463 10.1021/acsmedchemlett.9b00457 CHO-K1 1
34706190 10.1021/acs.jmedchem.1c01383 Mycobacterium tuberculosis variant bovis BCG 1

Data from ChEMBL 36 via Core Engine