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Compound Detail

CHEMBL110

BENZNIDAZOLE
💊 Approved Drug
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💊 Approved Drug
O=C(Cn1ccnc1[N+](=O)[O-])NCc1ccccc1

Basic Information

ChEMBL ID CHEMBL110
Name BENZNIDAZOLE
Phase Approved
Structure Type MOL
InChI Key CULUWZNBISUWAS-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Benznidazol Benznidazole Benznidazolum Benzonidazol NSC-299972 Radanil RO 07-1051 RO-07-1051 RO-7-1051 Rochagan
15
Targets
546
Activities
2
Assay Types
0
PK Parameters
20
Publications
10
Known Names
4
Indications
1
Mechanisms

Molecular Properties

260.2
MW (Da)
1.11
ALogP
5
HBA
1
HBD
90.1
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2017
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -nidazole
USAN Year 2016

Extended Properties

Molecular Formula C12H12N4O3
MW 260.25
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.42

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Unknown - -

Indications

Chagas Disease Chagas Disease Leishmaniasis Trypanosomiasis

ATC Classification

P01CA02
benznidazole
Level 1: ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
Level 2: ANTIPROTOZOALS

Activity Summary

IC50 473 meas. best 8.74
EC50 73 meas. best 10.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma cruzi
CHEMBL368
EC50 10.4 5.5373 0.0 64
Trypanosoma cruzi
CHEMBL368
IC50 8.74 5.1683 1.8 400
Trypanosoma brucei
CHEMBL612849
EC50 7.8 6.16 16.0 2
Vero
CHEMBL391
IC50 5.68 4.8088 2100.0 17
Trypanosoma brucei brucei
CHEMBL612851
IC50 5.66 5.16 2200.0 4
Trypanosoma brucei
CHEMBL612849
IC50 5.49 5.49 3240.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 5.4 5.4 3960.0 1
Plasmodium berghei
CHEMBL612653
IC50 5.39 5.39 4070.0 1
Entamoeba histolytica
CHEMBL612853
IC50 5.37 5.37 4270.0 2
Unchecked
CHEMBL612545
IC50 5.07 5.07 8500.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.8 4.8 16000.0 1
Trichomonas vaginalis
CHEMBL612884
IC50 4.73 4.73 18620.0 4
Giardia intestinalis
CHEMBL612652
IC50 4.65 4.65 22580.0 4
HepG2
CHEMBL395
IC50 4.55 4.55 28100.0 1
H9c2
CHEMBL614576
IC50 4.5 4.5 31622.8 1
MRC5
CHEMBL614181
IC50 4.33 4.33 47200.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.11 4.11 77800.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.01 4.01 98200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma cruzi EC50 = 0.04 nM 10.4 Antitrypanosomal activity against Trypanosoma cruzi Y trypomastigotes 28926763
Trypanosoma cruzi IC50 = 1.8 nM 8.74 Antiprotozoal activity against Trypanosoma cruzi Tulahuen C2C4 amastigotes 19364854
Trypanosoma cruzi IC50 = 3.5 nM 8.46 Compound was evaluated for anti-parasitic activity against Trypanosoma cruzi 11300872
Trypanosoma brucei EC50 = 16.0 nM 7.8 Antitrypanosomal activity against Trypanosoma brucei bloodstream form assessed a... 31542713
Trypanosoma cruzi IC50 = 86.0 nM 7.07 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen C2C4 18476684
Trypanosoma cruzi IC50 = 122.0 nM 6.91 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen C2C4 intracellular ... 22727447
Trypanosoma cruzi EC50 = 350.0 nM 6.46 Antitrypanosomal activity against Trypanosoma cruzi Y amastigotes infected in Sw... 31495177
Trypanosoma cruzi EC50 = 354.0 nM 6.45 Trypanocidal activity against Trypanosoma cruzi Y strain intracellular amastigot... 30234983
Trypanosoma cruzi IC50 = 409.0 nM 6.39 Antitrypanosomal activity against Trypanosoma cruzi assessed as growth inhibitio... 25547934
Trypanosoma cruzi IC50 = 500.0 nM 6.3 Antitrypanosomal activity against Trypanosoma cruzi amastigotes infected in BSR ... 34182359
Trypanosoma cruzi EC50 = 500.0 nM 6.3 Antitrypanosomal activity against Trypanosoma cruzi trypomastigotes infected in ... 32652409
Trypanosoma cruzi EC50 = 500.0 nM 6.3 Antitrypanosomal activity against Trypanosoma cruzi CL Brener amastigotes infect... 32292551
Trypanosoma cruzi IC50 = 521.0 nM 6.28 Antimicrobial activity against Trypanosoma cruzi Tulahuen C2C4 amastigote forms ... 19817445
Trypanosoma cruzi EC50 = 540.0 nM 6.27 Antitrypanosomal activity against Trypanosoma cruzi amastigotes CL-B5 expressing... 37729094
Trypanosoma cruzi EC50 = 600.0 nM 6.22 Antitrypanosomal activity against intracellular amastigote stage of Trypanosoma ... 31542713
Trypanosoma cruzi IC50 = 680.0 nM 6.17 Antichagasic activity against Trypanosoma cruzi CL-B5 intracellular amastigotes ... 27017556
Trypanosoma cruzi EC50 = 690.0 nM 6.16 Antitrypanosomal activity against Trypanosoma cruzi Tulahuen amastigotes infecte... 28740614
Trypanosoma cruzi IC50 = 800.0 nM 6.1 Antimicrobial activity against amastigote stage of Trypanosoma cruzi CL Brener i... 24461296
Trypanosoma cruzi IC50 = 800.0 nM 6.1 Trypanocidal activity against amastigote forms of Y strain of Trypanosoma cruzi 15603944
Trypanosoma cruzi IC50 = 800.0 nM 6.1 Antitrypanosomal activity against Trypanosoma cruzi clone CL B5 amastigotes harb... 28499168

Literature References

PubMed DOI Target Context # Activities
31345745 10.1016/j.bmc.2019.07.029 Trypanosoma cruzi 44
29883536 10.1021/acs.jmedchem.8b00468 Trypanosoma cruzi 42
30728107 10.1016/j.bmc.2019.01.033 Trypanosoma cruzi 42
20823286 10.1128/aac.00537-10 Homo sapiens 41
31345745 10.1016/j.bmc.2019.07.029 ADMET 36
29883536 10.1021/acs.jmedchem.8b00468 Mus musculus 36
30728107 10.1016/j.bmc.2019.01.033 ADMET 36
30583247 10.1016/j.ejmech.2018.12.034 ADMET 32
20457822 10.1128/aac.01617-09 Trypanosoma cruzi 26
19001113 10.1128/aac.00779-08 Trypanosoma cruzi 22
17638698 10.1128/aac.01590-06 Trypanosoma cruzi 22
1919589 10.1021/np50074a015 Trypanosoma cruzi 20
33253573 10.1021/acs.jnatprod.0c00651 ADMET 20
20404124 10.1128/aac.01742-09 Canis familiaris 18
30583247 10.1016/j.ejmech.2018.12.034 Trypanosoma cruzi 17
31630056 10.1016/j.ejmech.2019.111778 Trypanosoma cruzi 16
18570370 10.1021/jm701306r Trypanosoma cruzi 15
33253573 10.1021/acs.jnatprod.0c00651 Trypanosoma cruzi 15
28002965 10.1021/acs.jmedchem.6b00784 Trypanosoma cruzi 15
20404124 10.1128/aac.01742-09 Trypanosoma cruzi 14

Data from ChEMBL 36 via Core Engine