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Compound Detail

CHEMBL311347

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COC(=O)[C@@H]1C2CC[C@H](C[C@@H]1c1ccc(I)cc1)N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL311347
Phase Preclinical
Structure Type MOL
InChI Key SIIICDNNMDMWCI-VOFREWHGSA-N
7
Targets
34
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

385.2
MW (Da)
3.03
ALogP
3
HBA
0
HBD
29.5
PSA (Ų)
0.58
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 C16H20INO2
MW 385.25
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 0.25

Activity Summary

Ki 23 meas. best 9.42
IC50 11 meas. best 8.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 9.42 8.99 0.4 3
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 9.39 9.1475 0.4 4
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 9.32 9.1767 0.5 3
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 9.02 8.606 1.0 5
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 8.9 8.85 1.3 2
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.89 8.89 1.3 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 8.85 7.975 1.4 4
Norepinephrine transporter
CHEMBL304
 Ki 8.55 8.1875 2.8 4
Sodium-dependent serotonin transporter
CHEMBL313
 IC50 8.42 8.4 3.8 2
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 8.38 8.38 4.2 2
Norepinephrine transporter
CHEMBL304
 IC50 7.46 7.46 34.6 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.44 7.44 36.0 1
Unchecked
CHEMBL612545
 IC50 6.35 5.795 450.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 0.38 nM 9.42 Displacement of [3H]paroxetine from 5HTT 15566309
Sodium-dependent serotonin transporter Ki = 0.41 nM 9.39 Binding affinity to serotonin transporter (SERT) in rat forebrain tissue 15080991
Sodium-dependent serotonin transporter Ki = 0.46 nM 9.34 Affinity for Serotonin transporter by displacing [3H]paroxetine from rat forebra... 10969967
Sodium-dependent serotonin transporter Ki = 0.46 nM 9.34 Ability to displace [3H]- paroxetine from Serotonin transporter in rat cerebral ... 11714608
Sodium-dependent dopamine transporter Ki = 0.48 nM 9.32 Binding affinity to dopamine transporter in membranes of cells selectively expre... 15080991
Sodium-dependent dopamine transporter Ki = 0.48 nM 9.32 In vitro competitive binding versus [N-methyl-3H]WIN-35428 in murine kidney cell... 12620070
Sodium-dependent serotonin transporter Ki = 0.67 nM 9.17 In vitro competitive binding versus [3H]citalopram in murine kidney cells transf... 12620070
Sodium-dependent dopamine transporter Ki = 0.96 nM 9.02 Displacement of [3H]GBR-12935 from rat forebrain Dopamine transporter 10969967
Sodium-dependent dopamine transporter IC50 = 1.26 nM 8.9 Inhibition of [3H]WIN-35428l binding to Dopamine transporter 1619622
Sodium-dependent dopamine transporter IC50 = 1.3 nM 8.89 Displacement of [3H]WIN-35428 from DAT 15566309
Sodium-dependent dopamine transporter Ki = 1.3 nM 8.89 In vitro binding affinity against human dopamine transporter in dog kidney cell ... 14971892
Sodium-dependent dopamine transporter Ki = 1.33 nM 8.88 Binding affinity to dopamine transporter (DAT) in rat forebrain tissue 15080991
Sodium-dependent dopamine transporter Ki = 1.33 nM 8.88 Ability to displace [3H]- beta-CIT from Dopamine transporter in rat striatal hom... 11714608
Sodium-dependent noradrenaline transporter Ki = 1.4 nM 8.85 In vitro competitive binding versus [3H]- nisoxatine in murine kidney cells tran... 12620070
Sodium-dependent dopamine transporter IC50 = 1.6 nM 8.8 Compound was tested for binding affinity to dopamine reuptake sites in the tissu... 1920365
Sodium-dependent dopamine transporter Ki = 2.089 nM 8.68 Binding affinity to dopamine transporter (DAT) using [3H]WIN-35428 as a radiolig... 11063611
Norepinephrine transporter Ki = 2.8 nM 8.55 Binding affinity to norepinephrine (NE) transporter in rat forebrain tissue 15080991
Norepinephrine transporter Ki = 2.8 nM 8.55 Compound has been evaluated for its affinity towards Norepinephrine transporter ... 10969967
Norepinephrine transporter Ki = 2.8 nM 8.55 Ability to displace [3H]- nisoxetin from Norepinephrine transporter in rat cereb... 11714608
Sodium-dependent serotonin transporter Ki = 3.0 nM 8.52 Displacement of [3H]- paroxetine from serotonin transporter (5-HTT) in rat brain... 9135033

Literature References

PubMed DOI Target Context # Activities
15566309 10.1021/jm0401311 Mus musculus 28
15566309 10.1021/jm0401311 Rattus norvegicus 4
15080991 10.1016/j.bmcl.2004.02.043 Sodium-dependent serotonin transporter 2
12620070 10.1021/jm0100180 Sodium-dependent dopamine transporter 2
12620070 10.1021/jm0100180 Sodium-dependent serotonin transporter 2
12620070 10.1021/jm0100180 Sodium-dependent noradrenaline transporter 2
15080991 10.1016/j.bmcl.2004.02.043 Sodium-dependent dopamine transporter 2
8515428 10.1021/jm00065a014 Unchecked 2
1619622 10.1021/jm00091a019 Norepinephrine transporter 2
15566309 10.1021/jm0401311 Sodium-dependent serotonin transporter 2
1619622 10.1021/jm00091a019 Sodium-dependent serotonin transporter 2
15566309 10.1021/jm0401311 Sodium-dependent noradrenaline transporter 2
10969967 10.1016/s0960-894x(00)00317-6 Sodium-dependent serotonin transporter 1
10969967 10.1016/s0960-894x(00)00317-6 Monoamine transporters; serotonin & dopamine 1
10969967 10.1016/s0960-894x(00)00317-6 Norepinephrine transporter 1
10969967 10.1016/s0960-894x(00)00317-6 Sodium-dependent dopamine transporter 1
1920365 10.1021/jm00114a027 Sodium-dependent dopamine transporter 1
11714608 10.1016/s0960-894x(01)00626-6 Monoamine transporters; serotonin & dopamine 1
11714608 10.1016/s0960-894x(01)00626-6 Norepinephrine transporter 1
11714608 10.1016/s0960-894x(01)00626-6 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine