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Compound Detail

CHEMBL14391

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COC(=O)C1C(c2ccc(I)cc2)CC2CCC1N2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL14391
Phase Preclinical
Structure Type MOL
InChI Key SIIICDNNMDMWCI-UHFFFAOYSA-N
6
Targets
30
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

IC50 18 meas. best 8.97
Ki 12 meas. best 9.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 9.36 9.2 0.4 4
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 9.02 8.9 1.0 4
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.97 8.8033 1.1 3
GABA-A receptor; anion channel
CHEMBL1907607
 IC50 8.9 8.9 1.3 1
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 8.9 8.35 1.3 4
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 8.6 8.0567 2.5 3
Norepinephrine transporter
CHEMBL304
 Ki 8.55 8.4425 2.8 4
Sodium-dependent serotonin transporter
CHEMBL313
 IC50 8.38 7.6575 4.2 4
Norepinephrine transporter
CHEMBL304
 IC50 7.44 7.3867 36.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 0.44 nM 9.36 In vitro binding affinity of compound for Serotonin transporter with [3H]- parox... -
Sodium-dependent serotonin transporter Ki = 0.46 nM 9.34 Displacement of [3H]paroxetine from serotonin transporter of rat cerebral cortex 15686927
Sodium-dependent serotonin transporter Ki = 0.46 nM 9.34 In vitro binding affinity towards serotonin transporter in rat cerebral cortical... 8558525
Sodium-dependent dopamine transporter Ki = 0.96 nM 9.02 Displacement of [3H]GBR-12935 from dopamine transporter of rat caudate-putamen 15686927
Sodium-dependent dopamine transporter Ki = 0.96 nM 9.02 In vitro binding affinity of compound for Dopamine transporter with [3H]- GBR-12... -
Sodium-dependent dopamine transporter IC50 = 1.08 nM 8.97 Inhibition of [3H]3-beta-(4-fluorophenyl)tropane-2beta-carboxylic acid methyl es... 8464040
Sodium-dependent dopamine transporter IC50 = 1.26 nM 8.9 Binding affinity at the Dopamine transporter in rat striata by inhibition of 0.5... 7830281
Sodium-dependent dopamine transporter IC50 = 1.26 nM 8.9 inhibition of [3H]WIN-35428 binding to the dopamine transporter (DAT) in monkey ... 9276012
GABA-A receptor; anion channel IC50 = 1.259 nM 8.9 Binding affinity towards benzodiazepine receptor inverse agonist site by the dis... 8411009
Sodium-dependent dopamine transporter IC50 = 1.26 nM 8.9 Inhibition of [3H]WIN-35428 binding to Dopamine transporter 8863789
Sodium-dependent dopamine transporter Ki = 1.4 nM 8.85 In vitro binding affinity towards dopamine transporter in rat striatal membranes... 8558525
Sodium-dependent serotonin transporter Ki = 1.74 nM 8.76 Inhibition of [3H]- 5-HT uptake in Serotonin transporter using serotonin uptake ... 7830281
Sodium-dependent dopamine transporter Ki = 1.96 nM 8.71 Inhibition of [3H]DA uptake by rat striatal dopamine transporter 7830281
Sodium-dependent serotonin transporter IC50 = 2.53 nM 8.6 Ability to inhibit [3H]citalopram binding to serotonin transporter in cynomolgus... 8464040
Norepinephrine transporter Ki = 2.8 nM 8.55 In vitro binding affinity towards Norepinephrine transporter rat cerebral cortic... 8558525
Norepinephrine transporter Ki = 2.8 nM 8.55 In vitro binding affinity of compound for Norepinephrine (NE) transporter with [... -
Norepinephrine transporter Ki = 2.8 nM 8.55 Displacement of [3H]nisoxetine from norepinephrine transporter of rat cerebral c... 15686927
Sodium-dependent dopamine transporter IC50 = 2.85 nM 8.54 inhibition of [3H]WIN-35428 binding to the dopamine transporter (DAT) in monkey ... 9276012
Sodium-dependent dopamine transporter IC50 = 2.85 nM 8.54 Inhibition of [3H]WIN-35428 binding to Dopamine transporter 8863789
Sodium-dependent serotonin transporter IC50 = 4.21 nM 8.38 Binding potency for Serotonin transporter using [3H]- paroxetine 8863789

Literature References

PubMed DOI Target Context # Activities
8863789 10.1021/jm960515u Norepinephrine transporter 4
8863789 10.1021/jm960515u Sodium-dependent serotonin transporter 4
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 Sodium-dependent dopamine transporter 2
9276012 10.1021/jm9703045 Sodium-dependent serotonin transporter 2
9276012 10.1021/jm9703045 Monoamine transporters; serotonin & dopamine 2
8863789 10.1021/jm960515u Sodium-dependent dopamine transporter 2
8464040 10.1021/jm00059a010 Sodium-dependent dopamine transporter 1
15686927 10.1016/j.bmcl.2004.12.014 Monoamine transporters; Norepinephrine & serotonin 1
8558525 10.1021/jm9505324 Monoamine transporters; serotonin & dopamine 1
8558525 10.1021/jm9505324 Norepinephrine transporter 1
8558525 10.1021/jm9505324 Sodium-dependent serotonin transporter 1
8558525 10.1021/jm9505324 Sodium-dependent dopamine transporter 1
8464040 10.1021/jm00059a010 Unchecked 1
8464040 10.1021/jm00059a010 Sodium-dependent serotonin transporter 1
1920365 10.1021/jm00114a027 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine