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Compound Detail

CHEMBL544370

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Cl.OC1(c2ccc3c(c2)OCO3)c2ccccc2C2=NCCCN21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL544370
Phase Preclinical
Structure Type MOL
InChI Key YEPHLOVPJHBBRN-UHFFFAOYSA-N
Parent Compound CHEMBL1193030
Active Moiety CHEMBL1193030
4
Targets
8
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

308.3
MW (Da)
2.07
ALogP
5
HBA
1
HBD
54.3
PSA (Ų)
0.88
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 C18H17ClN2O3
MW 344.80
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.28

Activity Summary

IC50 5 meas. best 9.21
Ki 3 meas. best 8.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 9.21 9.21 0.6 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.96 8.81 1.1 2
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 8.71 8.71 1.9 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 8.59 8.59 2.5 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 8.06 8.06 8.8 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.59 7.59 25.6 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.08 7.08 83.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent noradrenaline transporter IC50 = 0.62 nM 9.21 Inhibition of NE uptake in HEK cells expressing human noradrenaline transporter ... 12213053
Sodium-dependent dopamine transporter IC50 = 1.09 nM 8.96 Inhibition of [3H]WIN-35428 radioligand binding to the Dopamine Transporter in g... 12213053
Sodium-dependent dopamine transporter IC50 = 1.94 nM 8.71 Ability to displace [3H]WIN-35428 from Dopamine Transporter of rat striatal memb... 12213053
Sodium-dependent dopamine transporter IC50 = 2.21 nM 8.66 Ability to block the uptake of 5-HT at the Dopamine transporter of HEK cells exp... 12213053
Sodium-dependent dopamine transporter Ki = 2.55 nM 8.59 Displacement of [125I]- RTI-55 from Dopamine transporter expressed in HEK cells 12213053
Sodium-dependent noradrenaline transporter Ki = 8.8 nM 8.06 Ability to displace [125I]- RTI-55 binding at the Norepinephrine transporter sit... 12213053
Sodium-dependent serotonin transporter Ki = 25.6 nM 7.59 Displacement of [125I]- RTI-55 from Serotonin transporter expressed in HEK cells 12213053
Sodium-dependent serotonin transporter IC50 = 83.0 nM 7.08 Inhibition of 5-HT uptake in HEK cells expressing human serotonin transporter (h... 12213053

Literature References

PubMed DOI Target Context # Activities
12213053 10.1021/jm010302r Unchecked 5
12213053 10.1021/jm010302r Sodium-dependent dopamine transporter 4
12213053 10.1021/jm010302r Sodium-dependent serotonin transporter 2
12213053 10.1021/jm010302r Sodium-dependent noradrenaline transporter 2
12213053 10.1021/jm010302r Monoamine transporters; serotonin & dopamine 1
12213053 10.1021/jm010302r Monoamine transporters; Norepinephrine & dopamine 1

Data from ChEMBL 36 via Core Engine