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Compound Detail

CHEMBL252720

(S)-VENLAFAXINE
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COc1ccc([C@@H](CN(C)C)C2(O)CCCCC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL252720
Name (S)-VENLAFAXINE
Phase Preclinical
Structure Type MOL
InChI Key PNVNVHUZROJLTJ-MRXNPFEDSA-N
3
Targets
9
Activities
1
Assay Types
1
PK Parameters
10
Publications
0
Known Names

Molecular Properties

277.4
MW (Da)
3.04
ALogP
3
HBA
1
HBD
32.7
PSA (Ų)
0.90
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H27NO2
MW 277.41
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 0.13

Activity Summary

IC50 9 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 8.22 8.0233 6.0 3
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 6.83 6.3567 149.0 3
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 5.35 5.2367 4430.0 3

Pharmacokinetic Data

Parameter Value Units Species
F 45.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter IC50 = 6.0 nM 8.22 Inhibition of human SERT expressed in HEK293 cells assessed as decrease in [3H]-... 29039662
Sodium-dependent serotonin transporter IC50 = 7.0 nM 8.15 Inhibition of SERT 21413808
Sodium-dependent serotonin transporter IC50 = 20.0 nM 7.7 Inhibition of SERT (unknown origin) assessed as serotonin reuptake 23061607
Sodium-dependent noradrenaline transporter IC50 = 149.0 nM 6.83 Inhibition of NET (unknown origin) assessed as noradrenaline reuptake 23061607
Sodium-dependent noradrenaline transporter IC50 = 754.0 nM 6.12 Inhibition of NET 21413808
Sodium-dependent noradrenaline transporter IC50 = 754.0 nM 6.12 Inhibition of human NET expressed in MDCK cells assessed as decrease in [3H]-nor... 29039662
Sodium-dependent dopamine transporter IC50 = 4430.0 nM 5.35 Inhibition of DAT (unknown origin) assessed as dopamine reuptake 23061607
Sodium-dependent dopamine transporter IC50 = 6670.0 nM 5.18 Inhibition of DAT 21413808
Sodium-dependent dopamine transporter IC50 = 6670.0 nM 5.18 Inhibition of human DAT expressed in CHOK1 cells assessed as decrease in [3H]-do... 29039662

Literature References

PubMed DOI Target Context # Activities
17870541 10.1016/j.bmc.2007.08.060 Homo sapiens 1
21413808 10.1021/jm1013693 Sodium-dependent dopamine transporter 1
21413808 10.1021/jm1013693 Sodium-dependent noradrenaline transporter 1
21413808 10.1021/jm1013693 Sodium-dependent serotonin transporter 1
23061607 10.1021/jm3010114 Sodium-dependent dopamine transporter 1
23061607 10.1021/jm3010114 Sodium-dependent noradrenaline transporter 1
23061607 10.1021/jm3010114 Sodium-dependent serotonin transporter 1
29039662 10.1021/acs.jmedchem.7b00718 Sodium-dependent serotonin transporter 1
29039662 10.1021/acs.jmedchem.7b00718 Sodium-dependent noradrenaline transporter 1
29039662 10.1021/acs.jmedchem.7b00718 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine