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Compound Detail

CHEMBL205092

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CC(C)Cn1c(=O)n(C)c(=O)c2c(C(=O)N3CC[C@@H](O)C3)c(Cc3c[nH]c4ncccc34)sc21

Basic Information

ChEMBL ID CHEMBL205092
Phase Preclinical
Structure Type MOL
InChI Key CKDWXXGKUKOVBA-OAHLLOKOSA-N
3
Targets
3
Activities
2
Assay Types
1
PK Parameters
7
Publications
0
Known Names

Molecular Properties

481.6
MW (Da)
2.09
ALogP
8
HBA
2
HBD
113.2
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27N5O4S
MW 481.58
Aromatic Rings 4
Heavy Atoms 34
NP-Likeness -1.24

Activity Summary

IC50 2 meas. best 5.17
Ki 1 meas. best 8.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Monocarboxylate transporter 1
CHEMBL4360
Ki 8.33 8.33 4.7 1
Cytochrome P450 3A4
CHEMBL340
IC50 5.17 5.17 6700.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.46 4.46 35000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 3.0 uL.min-1.(10^6cells)-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Monocarboxylate transporter 1 Ki = 4.7 nM 8.33 Binding affinity to MCT1 by SPA 16455256
Cytochrome P450 3A4 IC50 = 6700.0 nM 5.17 Inhibition of CYP3A4 16455256
Cytochrome P450 2C9 IC50 = 35000.0 nM 4.46 Inhibition of CYP2C9 16455256

Literature References

PubMed DOI Target Context # Activities
16455256 10.1016/j.bmcl.2006.01.024 Hepatocyte 1
16455256 10.1016/j.bmcl.2006.01.024 Cytochrome P450 2C9 1
16455256 10.1016/j.bmcl.2006.01.024 No relevant target 1
16455256 10.1016/j.bmcl.2006.01.024 Monocarboxylate transporter 1 1
16455256 10.1016/j.bmcl.2006.01.024 Cytochrome P450 3A4 1
- 10.6019/CHEMBL3301361 ADMET 1
- 10.6019/CHEMBL3301361 No relevant target 1

Data from ChEMBL 36 via Core Engine