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Compound Detail

CHEMBL328114

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COc1cc2c(cc1OC)C1=NO[C@@H](CN3CCN(C/C=C/c4ccccc4)CC3)[C@@H]1CO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL328114
Phase Preclinical
Structure Type MOL
InChI Key WZOMJNATDSYQHS-ZPWQMVEJSA-N
9
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

449.6
MW (Da)
3.15
ALogP
7
HBA
0
HBD
55.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H31N3O4
MW 449.55
Aromatic Rings 2
Heavy Atoms 33
NP-Likeness -0.05

Activity Summary

Ki 22 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 9.3 8.5667 0.5 6
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.92 8.36 1.2 3
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 8.92 8.695 1.2 2
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 8.59 8.21 2.6 4
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 7.85 7.6933 14.0 3
D(3) dopamine receptor
CHEMBL234
 Ki 6.57 6.57 270.0 1
Norepinephrine transporter
CHEMBL304
 Ki 6.51 6.51 312.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 6.29 6.29 515.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.02 6.02 959.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor Ki = 0.5 nM 9.3 Inhibition of [3H]- rauwolscine binding to alpha-2C adrenergic receptor 15771448
Alpha-2C adrenergic receptor Ki = 0.5 nM 9.3 In vitro binding affinity towards human adrenergic alpha-2C adrenergic receptor ... 12873501
Sodium-dependent serotonin transporter Ki = 1.2 nM 8.92 In vitro binding affinity towards rat serotonin transporter 12873501
Sodium-dependent serotonin transporter Ki = 1.2 nM 8.92 Inhibition of [3H]- paroxetine binding to 5-HTT receptor, serotonin transporter 15771448
Alpha-2A adrenergic receptor Ki = 2.6 nM 8.59 In vitro binding affinity towards human alpha-2A adrenergic receptor using [3H]r... 12873501
Alpha-2A adrenergic receptor Ki = 2.6 nM 8.59 Inhibition of [3H]- rauwolscine binding to human alpha-2A adrenergic receptor 15771448
Sodium-dependent serotonin transporter Ki = 3.4 nM 8.47 In vitro binding affinity towards rat serotonin transporter 12873501
Alpha-2C adrenergic receptor Ki = 4.8 nM 8.32 In vitro binding affinity towards human adrenergic alpha-2C adrenergic receptor ... 12873501
Alpha-2C adrenergic receptor Ki = 6.2 nM 8.21 In vitro binding affinity to human alpha-2C adrenergic receptor 15125959
Alpha-2C adrenergic receptor Ki = 6.2 nM 8.21 Binding affinity for alpha-2C adrenergic receptor 15771448
Sodium-dependent serotonin transporter Ki = 8.3 nM 8.08 Binding affinity for serotonin transporter 15771448
Sodium-dependent serotonin transporter Ki = 8.3 nM 8.08 In vitro binding affinity towards human serotonin transporter 15125959
Alpha-2A adrenergic receptor Ki = 8.8 nM 8.06 In vitro binding affinity to the human alpha-2A adrenergic receptor 15125959
Alpha-2C adrenergic receptor Ki = 8.8 nM 8.06 Binding affinity for Alpha-2C adrenergic receptor 15771448
Alpha-2B adrenergic receptor Ki = 14.0 nM 7.85 In vitro binding affinity towards human alpha-2B adrenergic receptor using [3H]r... 12873501
Alpha-2B adrenergic receptor Ki = 14.0 nM 7.85 Inhibition of [3H]- rauwolscine binding to alpha-2B adrenergic receptor 15771448
Alpha-2A adrenergic receptor Ki = 25.0 nM 7.6 In vitro binding affinity towards human alpha-2A adrenergic receptor using [3H]r... 12873501
Alpha-2B adrenergic receptor Ki = 42.0 nM 7.38 In vitro binding affinity towards human alpha-2B adrenergic receptor using [3H]r... 12873501
D(3) dopamine receptor Ki = 270.0 nM 6.57 Inhibition of [125I]-iodosulpiride binding to Dopamine receptor D3 15771448
Norepinephrine transporter Ki = 312.0 nM 6.51 Inhibition of [3H]-nisoxetine binding to Norepinephrine transporter from rat cor... 15771448

Literature References

PubMed DOI Target Context # Activities
15771448 10.1021/jm049619s Rattus norvegicus 5
12873501 10.1016/s0960-894x(03)00525-0 Sodium-dependent serotonin transporter 4
15771448 10.1021/jm049619s Alpha-2C adrenergic receptor 3
15125959 10.1016/j.bmcl.2004.03.031 Sodium-dependent serotonin transporter 2
15771448 10.1021/jm049619s Sodium-dependent serotonin transporter 2
12873501 10.1016/s0960-894x(03)00525-0 Alpha-2A adrenergic receptor 2
12873501 10.1016/s0960-894x(03)00525-0 Alpha-2B adrenergic receptor 2
12873501 10.1016/s0960-894x(03)00525-0 Alpha-2C adrenergic receptor 2
12873501 10.1016/s0960-894x(03)00525-0 Adrenergic receptor alpha-2 2
15771448 10.1021/jm049619s 5-hydroxytryptamine receptor 7 1
15771448 10.1021/jm049619s 5-hydroxytryptamine receptor 1A 1
15771448 10.1021/jm049619s Norepinephrine transporter 1
15771448 10.1021/jm049619s Sodium-dependent dopamine transporter 1
15771448 10.1021/jm049619s D(4) dopamine receptor 1
15771448 10.1021/jm049619s D(3) dopamine receptor 1
15771448 10.1021/jm049619s D(2) dopamine receptor 1
15771448 10.1021/jm049619s Histamine H1 receptor 1
15125959 10.1016/j.bmcl.2004.03.031 Alpha-2A adrenergic receptor 1
15771448 10.1021/jm049619s Alpha-2A adrenergic receptor 1
15125959 10.1016/j.bmcl.2004.03.031 Adrenergic receptor alpha-2 1

Data from ChEMBL 36 via Core Engine