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Compound Detail

CHEMBL2079586

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COC(=O)[C@H]1[C@@H](c2ccc(F)cc2)C[C@H]2CC[C@H]1N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2079586
Phase Preclinical
Structure Type MOL
InChI Key QUSLQENMLDRCTO-TUVASFSCSA-N
7
Targets
93
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

277.3
MW (Da)
2.57
ALogP
3
HBA
0
HBD
29.5
PSA (Ų)
0.78
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H20FNO2
MW 277.34
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 0.25

Activity Summary

IC50 71 meas. best 8.58
Ki 22 meas. best 7.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.58 7.6964 2.6 11
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 7.97 7.9 10.6 2
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 7.86 7.6786 13.9 22
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 7.83 7.6225 14.7 4
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 7.8 7.8 15.8 1
Norepinephrine transporter
CHEMBL304
 Ki 7.41 6.4117 38.6 6
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 7.2 6.97 63.0 2
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 7.16 6.79 69.0 6
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.8 6.244 160.0 10
Norepinephrine transporter
CHEMBL304
 IC50 6.59 6.0675 258.0 12
Sodium-dependent serotonin transporter
CHEMBL313
 IC50 6.32 5.9508 479.0 13
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 6.3 6.25 503.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 6.08 6.08 834.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter IC50 = 2.62 nM 8.58 The compound was tested in vitro for high binding affinity for the Dopamine tran... 9804682
Sodium-dependent dopamine transporter Ki = 10.6 nM 7.97 Displacement of [125I]RTI55 from human DAT 20597489
Sodium-dependent dopamine transporter IC50 = 11.0 nM 7.96 Inhibition of [3H]WIN-35428 binding to Dopamine transporter in rhesus (Macaca mu... 11472216
Sodium-dependent dopamine transporter IC50 = 11.0 nM 7.96 inhibition of [3H]WIN-35428 binding to the dopamine transporter (DAT) in monkey ... 9276012
Sodium-dependent dopamine transporter IC50 = 11.0 nM 7.96 Inhibition of [3H]3-beta-(4-fluorophenyl)tropane-2beta-carboxylic acid methyl es... 8464040
Sodium-dependent dopamine transporter IC50 = 11.0 nM 7.96 Inhibition of [3H]WIN-35428 binding to the dopamine transporter in cynomolgus (m... 10956207
Sodium-dependent dopamine transporter IC50 = 12.9 nM 7.89 Displacement of [3H]WIN-35428 from monkey dopamine transporter 8027983
Sodium-dependent dopamine transporter IC50 = 13.9 nM 7.86 In vitro inhibitory activity against radioligand [3H]-WN 35,428 binding to dopam... 9397165
Sodium-dependent dopamine transporter IC50 = 13.9 nM 7.86 Concentration required to inhibit 50% of radioligand binding ([3H]WIN-35428) to ... 8071935
Sodium-dependent dopamine transporter IC50 = 13.9 nM 7.86 Displacement of [3H]WIN-35428 from DAT 15566309
Sodium-dependent dopamine transporter IC50 = 13.9 nM 7.86 Binding affinity at the Dopamine transporter in rat striata by inhibition of 0.5... 7830281
Sodium-dependent dopamine transporter IC50 = 14.0 nM 7.85 Inhibition of [3H]WIN-35428 binding to Dopamine transporter 8863789
Sodium-dependent dopamine transporter Ki = 14.7 nM 7.83 Displacement of [125I]-IPT from DAT transfected in pig LLC-PK1 cells by radiolig... 21458259
Sodium-dependent dopamine transporter Ki = 14.7 nM 7.83 In vitro binding affinity towards dopamine transporter in rat striatal membranes... 8558525
Sodium-dependent dopamine transporter IC50 = 15.3 nM 7.82 Compound was tested for binding affinity to dopamine reuptake sites in the tissu... 1920365
Sodium-dependent dopamine transporter IC50 = 15.7 nM 7.8 Inhibition of [3H]WIN-35428l binding to Dopamine transporter 1619622
Sodium-dependent dopamine transporter IC50 = 15.7 nM 7.8 Affinity against cocaine binding site of dopamine transporter in rat striatum us... 1895292
Sodium-dependent dopamine transporter IC50 = 15.7 nM 7.8 Inhibition of [3H]WIN-35428 binding to dopamine (DA) transporter 8164265
Sodium-dependent dopamine transporter IC50 = 15.7 nM 7.8 Displacement of 0.5 nM [3H]WIN-35248 from Dopamine transporter 11078197
GABA-A receptor; anion channel IC50 = 15.85 nM 7.8 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009

Literature References

PubMed DOI Target Context # Activities
15566309 10.1021/jm0401311 Mus musculus 25
9526561 10.1021/jm970025h Sodium-dependent dopamine transporter 5
15566309 10.1021/jm0401311 Rattus norvegicus 5
11078197 10.1016/s0960-894x(00)00480-7 Norepinephrine transporter 4
15916437 10.1021/jm058164j Sodium-dependent serotonin transporter 4
15916437 10.1021/jm058164j Norepinephrine transporter 4
11078197 10.1016/s0960-894x(00)00480-7 Sodium-dependent serotonin transporter 4
8863789 10.1021/jm960515u Sodium-dependent serotonin transporter 4
10072685 10.1021/jm980566m Sodium-dependent dopamine transporter 3
8863789 10.1021/jm960515u Norepinephrine transporter 3
11078197 10.1016/s0960-894x(00)00480-7 Sodium-dependent dopamine transporter 2
11472216 10.1021/jm0101242 Monoamine transporters; serotonin & dopamine 2
7830281 10.1021/jm00002a020 Sodium-dependent dopamine transporter 2
7830281 10.1021/jm00002a020 Norepinephrine transporter 2
7830281 10.1021/jm00002a020 Sodium-dependent serotonin transporter 2
7830281 10.1021/jm00002a020 Monoamine transporters; Norepininephrine & dopamine 2
7830281 10.1021/jm00002a020 Monoamine transporters; serotonin & dopamine 2
9276012 10.1021/jm9703045 Monoamine transporters; serotonin & dopamine 2
11472216 10.1021/jm0101242 Sodium-dependent serotonin transporter 2
10579846 10.1021/jm990306k Sodium-dependent dopamine transporter 2

Data from ChEMBL 36 via Core Engine