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Compound Detail

CHEMBL3398501

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Cc1ccsc1C(=CCCN1CCC[C@@H]1[C@H](O)C(=O)O)c1sccc1C

Basic Information

ChEMBL ID CHEMBL3398501
Phase Preclinical
Structure Type MOL
InChI Key NKHZOCUHILCFHA-SJORKVTESA-N
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

391.6
MW (Da)
4.16
ALogP
5
HBA
2
HBD
60.8
PSA (Ų)
0.74
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H25NO3S2
MW 391.56
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.11

Activity Summary

IC50 3 meas. best 6.14
Ki 2 meas. best 7.18

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
Ki 7.18 7.18 66.1 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
Ki 6.99 6.99 102.3 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
IC50 6.14 6.14 724.4 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
IC50 5.67 5.67 2138.0 1
GABA transporter 3
CHEMBL5205
IC50 4.37 4.37 42657.9 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25698617 10.1016/j.bmc.2015.01.035 Sodium- and chloride-dependent GABA transporter 1 4
25698617 10.1016/j.bmc.2015.01.035 Unchecked 3
25698617 10.1016/j.bmc.2015.01.035 GABA transporter 3 1
25698617 10.1016/j.bmc.2015.01.035 GABA transporter 2 1
25698617 10.1016/j.bmc.2015.01.035 GABA transporter 4 1

Data from ChEMBL 36 via Core Engine