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Compound Detail

CHEMBL423192

ANISOMYCIN
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COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1

Basic Information

ChEMBL ID CHEMBL423192
Name ANISOMYCIN
Phase Preclinical
Structure Type MOL
InChI Key YKJYKKNCCRKFSL-RDBSUJKOSA-N
11
Targets
22
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

265.3
MW (Da)
0.50
ALogP
5
HBA
2
HBD
67.8
PSA (Ų)
0.78
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H19NO4
MW 265.31
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 1.59

Activity Summary

IC50 12 meas. best 8.24
EC50 10 meas. best 8.01

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 8.24 7.575 5.8 6
Plasmodium falciparum
CHEMBL364
EC50 8.01 8.0 9.8 2
HEK293
CHEMBL614818
IC50 7.7 7.7 20.0 1
BJ
CHEMBL614358
EC50 7.51 7.51 30.8 1
SARS-CoV-2
CHEMBL4303835
IC50 7.05 7.05 90.0 2
Unchecked
CHEMBL612545
EC50 7.04 6.7325 91.0 4
Glucose transporter
CHEMBL3431938
IC50 6.65 6.65 225.0 1
Heat shock factor protein 1
CHEMBL5313
EC50 6.61 6.61 243.0 1
Vaccinia virus
CHEMBL613493
EC50 6.6 6.6 250.0 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
IC50 6.49 6.49 321.0 1
Hexose transporter 1
CHEMBL4697
IC50 6.49 6.49 326.0 1
ATP-dependent molecular chaperone HSP82
CHEMBL1293251
EC50 5.83 5.83 1481.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 5.8 nM 8.24 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone1... 20813948
Plasmodium falciparum IC50 = 6.4 nM 8.19 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone3... 20813948
Plasmodium falciparum IC50 = 9.2 nM 8.04 Antimalarial activity against NITD609-resistant Plasmodium falciparum Dd2 Clone2... 20813948
Plasmodium falciparum IC50 = 9.1 nM 8.04 Antimalarial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR gre... 20813948
Plasmodium falciparum EC50 = 9.75 nM 8.01 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 10.32 nM 7.99 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
HEK293 IC50 = 20.0 nM 7.7 Inhibitory concentration required to produce cytotoxicity against HEK293 cells 16005213
Plasmodium falciparum IC50 = 25.0 nM 7.6 Antimalarial activity against Plasmodium falciparum assessed as [35S]Met/Cys inc... 20813948
BJ EC50 = 30.8 nM 7.51 PUBCHEM_BIOASSAY: Fluorescence Cell-Based Dose Response to Characterize Compound... -
SARS-CoV-2 IC50 = 90.0 nM 7.05 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
SARS-CoV-2 IC50 = 90.0 nM 7.05 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
Unchecked EC50 = 91.0 nM 7.04 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Unchecked EC50 = 104.0 nM 6.98 PUBCHEM_BIOASSAY: Luminescence Cell-Based HTS Dose Confirmation to Identify Inhi... -
Unchecked EC50 = 121.0 nM 6.92 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Glucose transporter IC50 = 225.0 nM 6.65 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Heat shock factor protein 1 EC50 = 243.0 nM 6.61 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Confirmation HTS to Identify Inhi... -
Vaccinia virus EC50 = 250.0 nM 6.6 Antiviral activity against Vaccinia virus infected in African green monkey CV-1 ... 36961984
Hexose transporter 1 IC50 = 326.0 nM 6.49 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Solute carrier family 2, facilitated glucose transporter member 1 IC50 = 321.0 nM 6.49 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Unchecked EC50 = 1035.0 nM 5.99 PUBCHEM_BIOASSAY: Fluorescence Cell-Based Retest of Candida albicans Growth in t... -

Literature References

PubMed DOI Target Context # Activities
6834379 10.1021/jm00358a003 Tritrichomonas suis 8
6834379 10.1021/jm00358a003 Entamoeba histolytica 8
6834379 10.1021/jm00358a003 Trichomonas vaginalis 8
20813948 10.1126/science.1193225 Plasmodium falciparum 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
6834379 10.1021/jm00358a003 Saccharomyces cerevisiae 4
6834379 10.1021/jm00358a003 Trichophyton benhamiae 4
6834379 10.1021/jm00358a003 Candida albicans 4
6834379 10.1021/jm00358a003 Epidermophyton floccosum 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
15165136 10.1021/np030524n HeLa 3
16005213 10.1016/j.bmcl.2005.06.004 Staphylococcus aureus 3
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
15165136 10.1021/np030524n Unchecked 2
16005213 10.1016/j.bmcl.2005.06.004 Candida albicans 2
6834379 10.1021/jm00358a003 Streptococcus pyogenes 2
6834379 10.1021/jm00358a003 Bacteroides fragilis 2
6834379 10.1021/jm00358a003 Cutibacterium acnes 2
6834379 10.1021/jm00358a003 Clostridium novyi 2
6834379 10.1021/jm00358a003 Actinomyces israelii 2

Data from ChEMBL 36 via Core Engine