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Compound Detail

CHEMBL92860

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COc1cc2c(cc1OC)C1=NO[C@@H](CN3CCN(Cc4ccc5ccccc5c4)CC3)[C@@H]1CO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL92860
Phase Preclinical
Structure Type MOL
InChI Key XHLHZPFSBCZVEA-HOFKKMOUSA-N
9
Targets
19
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

473.6
MW (Da)
3.79
ALogP
7
HBA
0
HBD
55.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H31N3O4
MW 473.57
Aromatic Rings 3
Heavy Atoms 35
NP-Likeness -0.27

Activity Summary

Ki 19 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 9.1 8.6825 0.8 4
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 8.89 8.2775 1.3 4
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 8.89 8.83 1.3 2
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.77 8.77 1.7 2
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 7.85 7.5733 14.0 3
Norepinephrine transporter
CHEMBL304
 Ki 7.48 7.48 33.0 1
D(3) dopamine receptor
CHEMBL234
 Ki 6.97 6.97 107.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 6.61 6.61 246.0 1
Histamine H1 receptor
CHEMBL231
 Ki 6.34 6.34 460.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-2C adrenergic receptor Ki = 0.8 nM 9.1 Inhibition of [3H]- rauwolscine binding to alpha-2C adrenergic receptor 15771448
Alpha-2C adrenergic receptor Ki = 0.8 nM 9.1 In vitro binding affinity towards human adrenergic alpha-2C adrenergic receptor ... 12873501
Sodium-dependent serotonin transporter Ki = 1.3 nM 8.89 In vitro binding affinity towards rat serotonin transporter 12873501
Alpha-2A adrenergic receptor Ki = 1.3 nM 8.89 In vitro binding affinity towards human alpha-2A adrenergic receptor using [3H]r... 12873501
Alpha-2A adrenergic receptor Ki = 1.3 nM 8.89 Inhibition of [3H]- rauwolscine binding to human alpha-2A adrenergic receptor 15771448
Sodium-dependent serotonin transporter Ki = 1.7 nM 8.77 In vitro binding affinity towards rat serotonin transporter 12873501
Sodium-dependent serotonin transporter Ki = 1.7 nM 8.77 Binding affinity for serotonin transporter 15771448
Sodium-dependent serotonin transporter Ki = 1.7 nM 8.77 Inhibition of [3H]- paroxetine binding to 5-HTT receptor, serotonin transporter 15771448
Alpha-2C adrenergic receptor Ki = 3.1 nM 8.51 Binding affinity for alpha-2C-adrenergic receptor 15771448
Alpha-2A adrenergic receptor Ki = 5.0 nM 8.3 Binding affinity for alpha-2A-adrenergic receptor 15771448
Alpha-2C adrenergic receptor Ki = 9.5 nM 8.02 In vitro binding affinity towards human adrenergic alpha-2C adrenergic receptor ... 12873501
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
Norepinephrine transporter Ki = 33.0 nM 7.48 Inhibition of [3H]-nisoxetine binding to Norepinephrine transporter from rat cor... 15771448
Alpha-2A adrenergic receptor Ki = 93.0 nM 7.03 In vitro binding affinity towards human alpha-2A adrenergic receptor using [3H]r... 12873501
Alpha-2B adrenergic receptor Ki = 95.0 nM 7.02 In vitro binding affinity towards human alpha-2B adrenergic receptor using [3H]r... 12873501
D(3) dopamine receptor Ki = 107.0 nM 6.97 Inhibition of [125I]-iodosulpiride binding to Dopamine receptor D3 15771448
Sodium-dependent dopamine transporter Ki = 246.0 nM 6.61 Inhibition of [3H]WIN-35428 binding to Dopamine transporter of rat striatum 15771448
Histamine H1 receptor Ki = 460.0 nM 6.34 Inhibition of [3H]pyrilamine binding to Histamine H1 receptor 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
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 Alpha-2A adrenergic receptor 2
12873501 10.1016/s0960-894x(03)00525-0 Alpha-2A adrenergic receptor 2
15771448 10.1021/jm049619s Sodium-dependent serotonin transporter 2
15771448 10.1021/jm049619s Alpha-2C adrenergic receptor 2
15771448 10.1021/jm049619s 5-hydroxytryptamine receptor 1A 1
15771448 10.1021/jm049619s 5-hydroxytryptamine receptor 2A 1
15771448 10.1021/jm049619s Adrenergic receptor alpha-1 1
15771448 10.1021/jm049619s Alpha-2B adrenergic receptor 1
15771448 10.1021/jm049619s Adrenergic receptor alpha-2 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

Data from ChEMBL 36 via Core Engine