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Compound Detail

CHEMBL295960

ORYZALIN
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CCCN(CCC)c1c([N+](=O)[O-])cc(S(N)(=O)=O)cc1[N+](=O)[O-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL295960
Name ORYZALIN
Phase Preclinical
Structure Type MOL
InChI Key UNAHYJYOSSSJHH-UHFFFAOYSA-N
6
Targets
22
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

346.4
MW (Da)
1.78
ALogP
7
HBA
1
HBD
149.7
PSA (Ų)
0.56
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H18N4O6S
MW 346.37
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -1.32

Activity Summary

IC50 22 meas. best 6.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Toxoplasma gondii
CHEMBL612888
 IC50 6.6 5.5323 250.0 13
Cryptosporidium parvum
CHEMBL612855
 IC50 6.16 6.13 700.0 2
Trypanosoma brucei
CHEMBL612849
 IC50 4.92 4.92 12000.0 1
Leishmania donovani
CHEMBL367
 IC50 4.36 4.22 44100.0 4
J774
CHEMBL614123
 IC50 4.36 4.36 44000.0 1
PC-3
CHEMBL390
 IC50 4.25 4.25 56000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Toxoplasma gondii IC50 = 250.0 nM 6.6 Antimicrobial activity against Toxoplasma gondii RH infected in HFF cells by pla... 20145086
Toxoplasma gondii IC50 = 250.0 nM 6.6 Antimicrobial activity against Toxoplasma gondii infected in HFF after 8 days by... 20675138
Cryptosporidium parvum IC50 = 700.0 nM 6.16 Antimicrobial activity against Cryptosporidium parvum by short-term in vitro cul... 20145086
Cryptosporidium parvum IC50 = 800.0 nM 6.1 Antimicrobial activity against Cryptosporidium parvum infected in HCT8 cells ass... 21889338
Toxoplasma gondii IC50 = 1260.0 nM 5.9 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin F2... 20145086
Toxoplasma gondii IC50 = 1400.0 nM 5.85 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin H2... 20145086
Toxoplasma gondii IC50 = 1500.0 nM 5.82 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin S6... 20145086
Toxoplasma gondii IC50 = 1600.0 nM 5.8 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I2... 20145086
Toxoplasma gondii IC50 = 2200.0 nM 5.66 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R2... 20145086
Toxoplasma gondii IC50 = 2300.0 nM 5.64 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I2... 20145086
Toxoplasma gondii IC50 = 5500.0 nM 5.26 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin I2... 20145086
Trypanosoma brucei IC50 = 12000.0 nM 4.92 Inhibitory concentration against brucei variant 221 was determined in vitro 15027874
Toxoplasma gondii IC50 = 14700.0 nM 4.83 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin V4... 20145086
Toxoplasma gondii IC50 = 16000.0 nM 4.8 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin R2... 20145086
Toxoplasma gondii IC50 = 25300.0 nM 4.6 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin T2... 20145086
Toxoplasma gondii IC50 = 27700.0 nM 4.56 Antimicrobial activity against Toxoplasma gondii RH containing alpha1-tubulin L1... 20145086
J774 IC50 = 44000.0 nM 4.36 In vitro cytotoxicity against mouse J774 macrophages. 15027874
Leishmania donovani IC50 = 44100.0 nM 4.36 Inhibitory activity against Leishmania donovani promastigotes 12161141
PC-3 IC50 = 56000.0 nM 4.25 In vitro cytotoxicity against mouse PC3 prostate cancer cell line. 15027874
Leishmania donovani IC50 = 65000.0 nM 4.19 Inhibitory concentration against Leishmania donovani axenic amastigotes was dete... 15027874

Literature References

PubMed DOI Target Context # Activities
20145086 10.1128/aac.01150-09 Toxoplasma gondii 12
18070965 10.1128/aac.00355-07 Unchecked 3
12161141 10.1016/s0960-894x(02)00465-1 Leishmania donovani 2
15027874 10.1021/jm0304461 Leishmania donovani 1
15027874 10.1021/jm0304461 Trypanosoma brucei 1
15027874 10.1021/jm0304461 J774 1
15027874 10.1021/jm0304461 PC-3 1
12161141 10.1016/s0960-894x(02)00465-1 Leishmania sp. 1
20675138 10.1016/j.bmcl.2010.07.003 Toxoplasma gondii 1
20145086 10.1128/aac.01150-09 Cryptosporidium parvum 1
20728249 10.1016/j.ejmech.2010.07.060 Leishmania donovani 1
20728249 10.1016/j.ejmech.2010.07.060 No relevant target 1
20728249 10.1016/j.ejmech.2010.07.060 ADMET 1
20728249 10.1016/j.ejmech.2010.07.060 Mus musculus 1
20728249 10.1016/j.ejmech.2010.07.060 Rattus norvegicus 1
21889338 10.1016/j.bmcl.2011.07.088 Cryptosporidium parvum 1

Data from ChEMBL 36 via Core Engine