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Compound Detail

CHEMBL120901

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COC(=O)[C@@H]1C2CCC(C[C@@H]1C(=O)Oc1ccccc1)N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL120901
Phase Preclinical
Structure Type MOL
InChI Key QBYGRJQJEUUFHI-CDFKWJNJSA-N
4
Targets
37
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

303.4
MW (Da)
1.86
ALogP
5
HBA
0
HBD
55.8
PSA (Ų)
0.63
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H21NO4
MW 303.36
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness 0.17

Activity Summary

IC50 33 meas. best 7.92
Ki 4 meas. best 7.5

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 7.92 5.7818 12.0 28
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 7.5 7.03 32.0 2
Norepinephrine transporter
CHEMBL304
 Ki 6.97 6.97 108.0 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 6.81 6.81 155.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 6.46 6.385 350.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter IC50 = 12.0 nM 7.92 [3H]-Dopamine uptake inhibition in rat caudate putamen 9083473
Sodium-dependent dopamine transporter Ki = 32.0 nM 7.5 Displacement of [3H]WIN-35428 binding to the dopamine transporter (DAT) in Rat C... 9083473
Sodium-dependent dopamine transporter IC50 = 65.0 nM 7.19 Inhibition of [3H]cocaine binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 68.0 nM 7.17 Inhibition of [3H]cocaine binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 100.0 nM 7.0 Inhibition of [3H]WIN-35428 binding to the dopamine transporter 1552510
Sodium-dependent dopamine transporter IC50 = 102.0 nM 6.99 Inhibition of [3H]WIN-35428 binding to the dopamine transporter 1552510
Sodium-dependent dopamine transporter IC50 = 102.0 nM 6.99 Affinity against cocaine binding site of dopamine transporter in rat striatum us... 1895292
Norepinephrine transporter Ki = 108.0 nM 6.97 Compound was tested for the inhibition of norepinephrine [3H]NE reuptake into ra... 12067559
Sodium-dependent dopamine transporter IC50 = 130.0 nM 6.89 Potency for the inhibition of [3H]WIN-35428 binding to the dopamine transporter 1552510
Sodium-dependent dopamine transporter IC50 = 138.0 nM 6.86 Inhibition of [3H]cocaine binding to the dopamine transporter. 1552510
Sodium-dependent serotonin transporter Ki = 155.0 nM 6.81 Compound was tested for the inhibition of serotonin [3H]SER reuptake into rat fo... 12067559
Sodium-dependent dopamine transporter IC50 = 161.0 nM 6.79 Inhibition of [3H]BTCP binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 208.0 nM 6.68 Inhibition of [3H]WIN-35428 binding to the dopamine transporter 1552510
Sodium-dependent dopamine transporter Ki = 274.0 nM 6.56 Compound was tested for the inhibition of [3H]DA reuptake into rat striatal tiss... 12067559
Sodium-dependent dopamine transporter IC50 = 350.0 nM 6.46 Inhibitory concentration against [3H]dopamine uptake -
Sodium-dependent dopamine transporter IC50 = 387.0 nM 6.41 Inhibition of [3H]mazindol binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 490.0 nM 6.31 Displacement of [3H]mazindol from dopamine transporter -
Sodium-dependent dopamine transporter IC50 = 687.0 nM 6.16 Inhibition of [3H]GBR-12935 binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 870.0 nM 6.06 Inhibition of [3H]dopamine uptake at dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 2750.0 nM 5.56 Inhibition of [3H]dopamine uptake at dopamine transporter. 1552510

Literature References

PubMed DOI Target Context # Activities
1552510 10.1021/jm00084a001 Sodium-dependent dopamine transporter 28
9083473 10.1021/jm950782k Sodium-dependent dopamine transporter 3
12067559 10.1016/s0960-894x(02)00243-3 Norepinephrine transporter 3
- 10.1016/S0960-894X(00)80341-8 Sodium-dependent dopamine transporter 2
14695827 10.1021/jm030351z Monoclonal antibody (mAb) 2E2 1
1895292 10.1021/jm00113a008 Sodium-dependent dopamine transporter 1
12067559 10.1016/s0960-894x(02)00243-3 Sodium-dependent dopamine transporter 1
12067559 10.1016/s0960-894x(02)00243-3 Sodium-dependent serotonin transporter 1
12067559 10.1016/s0960-894x(02)00243-3 Monoamine transporters; serotonin & dopamine 1
17255098 10.1074/jbc.m610633200 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine