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Compound Detail

CHEMBL1336959

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Cc1ccc(-n2sc3ccccc3c2=O)cc1

Basic Information

ChEMBL ID CHEMBL1336959
Phase Preclinical
Structure Type MOL
InChI Key KRXMYBAZKJBJAB-UHFFFAOYSA-N
19
Targets
33
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

241.3
MW (Da)
3.36
ALogP
3
HBA
0
HBD
22.0
PSA (Ų)
0.64
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H11NOS
MW 241.32
Aromatic Rings 3
Heavy Atoms 17
NP-Likeness -1.18

Activity Summary

IC50 23 meas. best 6.48
EC50 10 meas. best 6.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Replicase polyprotein 1ab
CHEMBL4523582
IC50 6.48 6.48 330.0 1
Unchecked
CHEMBL612545
EC50 6.44 5.04 361.0 5
Caspase-3
CHEMBL2334
IC50 6.33 6.33 465.7 1
Streptococcus sp. 'group A'
CHEMBL612389
EC50 5.99 5.99 1021.0 1
Aspartyl aminopeptidase
CHEMBL1293263
IC50 5.9 5.9 1250.0 1
Streptokinase A
CHEMBL1293228
EC50 5.89 5.89 1273.0 1
Phosphoethanolamine/phosphocholine phosphatase
CHEMBL6113
IC50 5.89 5.79 1300.0 3
Mycobacterium tuberculosis
CHEMBL360
IC50 5.8 5.8 1590.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.78 5.78 1660.0 1
Hexokinase
CHEMBL1741201
IC50 5.58 5.58 2644.0 1
Lysine-specific demethylase 5B
CHEMBL3774295
IC50 5.52 5.52 3000.0 2
Streptococcus
CHEMBL612313
EC50 5.44 5.44 3627.0 1
Mannose-6-phosphate isomerase
CHEMBL2758
IC50 5.41 5.1767 3900.0 6
Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase
CHEMBL1741212
IC50 5.06 4.7967 8630.0 3
DNA dC->dU-editing enzyme APOBEC-3G
CHEMBL1741217
IC50 4.74 4.74 18200.0 1
Glucose-6-phosphate 1-dehydrogenase
CHEMBL5347
IC50 4.52 4.52 30100.0 1
Phosphomannomutase 2
CHEMBL1741162
IC50 4.42 4.42 38000.0 1
No relevant target
CHEMBL2362975
EC50 4.29 4.29 51511.0 1
H4
CHEMBL1075452
EC50 4.05 4.05 88211.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Replicase polyprotein 1ab IC50 = 330.0 nM 6.48 Inhibition of SARS CoV-2 Main protease using MCA-AVLQSGFR-Lys(DNP)-Lys-NH2 pepti... 34798775
Unchecked EC50 = 361.0 nM 6.44 PUBCHEM_BIOASSAY: Luminescence Cell-Based/Microorganism Dose Confirmation HTS to... -
Caspase-3 IC50 = 465.7 nM 6.33 Inhibition of recombinant human caspase-3 using Ac-LDEVD-AMC as substrate assess... 23632366
Streptococcus sp. 'group A' EC50 = 1021.0 nM 5.99 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Aspartyl aminopeptidase IC50 = 1250.0 nM 5.9 PUBCHEM_BIOASSAY: QFRET-based biochemical high throughput dose response assay fo... -
Streptokinase A EC50 = 1273.0 nM 5.89 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Iden... -
Phosphoethanolamine/phosphocholine phosphatase IC50 = 1300.0 nM 5.89 Inhibition of PHOSPHO1 phosphoethanolamine activity (unknown origin) assessed as... 25124115
Phosphoethanolamine/phosphocholine phosphatase IC50 = 1460.0 nM 5.84 PUBCHEM_BIOASSAY: SAR assay for compounds that inhibit PHOSPHO1. (Class of assay... -
Mycobacterium tuberculosis IC50 = 1590.0 nM 5.8 Antimycobacterial activity against Mycobacterium tuberculosis assessed as reduct... 37859726
Plasmodium falciparum IC50 = 1660.0 nM 5.78 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum 3D7 af... 28159413
Phosphoethanolamine/phosphocholine phosphatase IC50 = 2280.0 nM 5.64 PUBCHEM_BIOASSAY: SAR assay for compounds that inhibit PHOSPHO1. (Class of assay... -
Hexokinase IC50 = 2644.0 nM 5.58 PUBCHEM_BIOASSAY: Confirmation assay for inhibitors of Trypanosoma brucei hexoki... -
Lysine-specific demethylase 5B IC50 = 3000.0 nM 5.52 Inhibition of KDM5B (unknown origin) 30343192
Lysine-specific demethylase 5B IC50 = 3000.0 nM 5.52 Inhibition of KDM5B (unknown origin) 32883639
Streptococcus EC50 = 3627.0 nM 5.44 PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify... -
Mannose-6-phosphate isomerase IC50 = 3900.0 nM 5.41 Inhibition of phosphomannose isomerase (unknown origin) 25124115
Mannose-6-phosphate isomerase IC50 = 4060.0 nM 5.39 PUBCHEM_BIOASSAY: Confirmation of compounds inhibiting phosphomannose isomerase ... -
Mannose-6-phosphate isomerase IC50 = 5200.0 nM 5.28 Inhibition of human purified phosphomannose isomerase 21539312
Mannose-6-phosphate isomerase IC50 = 6777.3 nM 5.17 PUBCHEM_BIOASSAY: HTS identification of compounds inhibiting phosphomannose isom... -
Mannose-6-phosphate isomerase IC50 = 7040.0 nM 5.15 PUBCHEM_BIOASSAY: Confirmation of compounds inhibiting phosphomannose isomerase ... -

Literature References

PubMed DOI Target Context # Activities
28159413 10.1016/j.bmcl.2017.01.027 Staphylococcus aureus 6
28159413 10.1016/j.bmcl.2017.01.027 Klebsiella pneumoniae 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/EOS300108 HepG2 2
28159413 10.1016/j.bmcl.2017.01.027 Candida parapsilosis 2
28159413 10.1016/j.bmcl.2017.01.027 Aspergillus fumigatus 2
28159413 10.1016/j.bmcl.2017.01.027 Trichophyton mentagrophytes 2
28159413 10.1016/j.bmcl.2017.01.027 Sporothrix schenckii 2
28159413 10.1016/j.bmcl.2017.01.027 Cryptococcus neoformans 2
28159413 10.1016/j.bmcl.2017.01.027 Candida albicans 2
28159413 10.1016/j.bmcl.2017.01.027 Pseudomonas aeruginosa 2
28159413 10.1016/j.bmcl.2017.01.027 Escherichia coli 2
21539312 10.1021/jm101401a Mannose-6-phosphate isomerase 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
25124115 10.1016/j.bmcl.2014.07.013 Phosphoethanolamine/phosphocholine phosphatase 1
25124115 10.1016/j.bmcl.2014.07.013 Mannose-6-phosphate isomerase 1
- 10.1039/C3MD00034F No relevant target 1
28159413 10.1016/j.bmcl.2017.01.027 Plasmodium falciparum 1
28159413 10.1016/j.bmcl.2017.01.027 Vero C1008 1
23632366 10.1016/j.bmc.2013.03.075 Caspase-3 1

Data from ChEMBL 36 via Core Engine