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Compound Detail

CHEMBL195390

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CN[C@@H](C)Cc1ccc2c(c1)OCO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL195390
Phase Preclinical
Structure Type MOL
InChI Key SHXWCVYOXRDMCX-QMMMGPOBSA-N
7
Targets
9
Activities
3
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

193.2
MW (Da)
1.57
ALogP
3
HBA
1
HBD
30.5
PSA (Ų)
0.79
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C11H15NO2
MW 193.25
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 0.11

Activity Summary

EC50 6 meas. best 7.13
Ki 2 meas. best 5.09
IC50 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
 EC50 7.13 7.13 74.0 1
Unchecked
CHEMBL612545
 EC50 6.87 6.87 136.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 EC50 6.85 6.85 142.0 1
Trace amine-associated receptor 1
CHEMBL5857
 EC50 6.43 5.28 370.0 2
Neuronal acetylcholine receptor; alpha4/beta2
CHEMBL1907596
 Ki 5.09 5.09 8210.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 Ki 4.8 4.8 15800.0 1
Trace amine-associated receptor 1
CHEMBL1926495
 EC50 4.79 4.79 16100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter EC50 = 74.0 nM 7.13 Activity at SERT in rat synaptosomes assessed as release of [3H]HT after 5 mins ... 28244748
Unchecked EC50 = 136.0 nM 6.87 Activity at NET in rat synaptosomes assessed as release of [3H]NE after 30 mins ... 28244748
Sodium-dependent dopamine transporter EC50 = 142.0 nM 6.85 Activity at DAT in rat synaptosomes assessed as release of [3H]DA after 5 mins b... 28244748
Trace amine-associated receptor 1 EC50 = 370.0 nM 6.43 Activation of human TAAR1 expressed in human HEK293T cells assessed as cAMP accu... 22037049
Neuronal acetylcholine receptor; alpha4/beta2 Ki = 8210.0 nM 5.09 Displacement of [3H]epibatidine from alpha4beta2 nAChR in Sprague-Dawley rat bra... 24942641
5-hydroxytryptamine receptor 2A Ki = 15800.0 nM 4.8 Displacement of [3H]ketanserin from 5HT2A in Sprague-Dawley rat frontal cortex m... 28244748
Trace amine-associated receptor 1 EC50 = 16100.0 nM 4.79 Activation of rhesus monkey TAAR1 expressed in RD-HGA16 cells co-expressing Gq p... 22037049
Trace amine-associated receptor 1 EC50 = 73700.0 nM 4.13 Activation of C-terminal HA epitope tagged human TAAR1 expressed in RD-HGA16 cel... 22037049

Literature References

PubMed DOI Target Context # Activities
16162012 10.1021/jm050338+ Cytochrome P450 2D6 8
3761319 10.1021/jm00160a035 Rattus norvegicus 6
24942641 10.1016/j.ejmech.2014.04.044 Neuronal acetylcholine receptor; alpha4/beta2 4
7086839 10.1021/jm00347a010 Rattus norvegicus 3
22037049 10.1016/j.bmc.2011.10.007 Trace amine-associated receptor 1 3
28244748 10.1021/acs.jmedchem.7b00085 5-hydroxytryptamine receptor 2A 1
28244748 10.1021/acs.jmedchem.7b00085 Sodium-dependent serotonin transporter 1
28244748 10.1021/acs.jmedchem.7b00085 Sodium-dependent dopamine transporter 1
28244748 10.1021/acs.jmedchem.7b00085 Unchecked 1
28244748 10.1021/acs.jmedchem.7b00085 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine