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Compound Detail

CHEMBL199824

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Cn1c(=O)cnn(CCCCN2CCN(c3cccc4ccc(O[11CH3])cc34)CC2)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL199824
Phase Preclinical
Structure Type MOL
InChI Key GKTQBPYMIGXPKG-JVVVGQRLSA-N
Parent Compound CHEMBL2068762
Active Moiety CHEMBL2068762
22
Targets
24
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

423.5
MW (Da)
1.71
ALogP
8
HBA
0
HBD
72.6
PSA (Ų)
0.54
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 C23H29N5O3
MW 422.52
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness -1.24

Activity Summary

Ki 22 meas. best 8.87
EC50 2 meas. best 11.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 11.0 10.65 0.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.87 8.87 1.4 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.07 8.07 8.5 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 8.04 8.04 9.1 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.66 7.66 22.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
 Ki 7.62 7.62 23.7 1
Adrenergic receptor alpha-1
CHEMBL2094251
 Ki 7.49 7.49 32.2 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.38 7.38 41.5 1
Beta-2 adrenergic receptor
CHEMBL210
 Ki 7.22 7.22 60.6 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.2 7.2 62.8 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.0 7.0 99.6 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 6.92 6.92 120.3 1
Histamine H1 receptor
CHEMBL231
 Ki 6.82 6.82 150.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 6.64 6.64 228.6 1
Histamine H2 receptor
CHEMBL1941
 Ki 6.52 6.52 302.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
 Ki 6.5 6.5 316.2 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.39 6.39 407.4 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 6.32 6.32 480.0 1
Beta-1 adrenergic receptor
CHEMBL213
 Ki 6.32 6.32 475.8 1
Alpha-2A adrenergic receptor
CHEMBL1867
 Ki 6.0 6.0 1012.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.21 5.21 6144.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.16 5.16 6980.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 5.13 5.13 7396.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A EC50 = 0.01 nM 11.0 Agonistic activity at human 5HT1A in CHO cells by the inhibition of forskolin-st... 16392798
5-hydroxytryptamine receptor 1A EC50 = 0.05 nM 10.3 Agonistic activity at human 5HT1A receptor by [35S]GTP-gamma-S binding 16392798
5-hydroxytryptamine receptor 1A Ki = 1.36 nM 8.87 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor expressed in CHO cells 16392798
D(4) dopamine receptor Ki = 8.5 nM 8.07 Binding affinity to dopamine D4 receptor 16392798
5-hydroxytryptamine receptor 7 Ki = 9.1 nM 8.04 Binding affinity to human 5HT7 receptor 16392798
D(2) dopamine receptor Ki = 22.01 nM 7.66 Binding affinity to dopamine D2 receptor 16392798
Alpha-2C adrenergic receptor Ki = 23.7 nM 7.62 Binding affinity to adrenergic alpha-2C receptor 16392798
Adrenergic receptor alpha-1 Ki = 32.2 nM 7.49 Binding affinity to adrenergic alpha-1 receptor 16392798
5-hydroxytryptamine receptor 2A Ki = 41.5 nM 7.38 Binding affinity to human 5HT2A receptor 16392798
Beta-2 adrenergic receptor Ki = 60.6 nM 7.22 Binding affinity to adrenergic beta-2 receptor 16392798
D(3) dopamine receptor Ki = 62.8 nM 7.2 Binding affinity to dopamine D3 receptor 16392798
5-hydroxytryptamine receptor 2C Ki = 99.6 nM 7.0 Binding affinity to human 5HT2C receptor 16392798
5-hydroxytryptamine receptor 6 Ki = 120.3 nM 6.92 Binding affinity to human 5HT6 receptor 16392798
Histamine H1 receptor Ki = 150.0 nM 6.82 Binding affinity to histamine H1 receptor 16392798
5-hydroxytryptamine receptor 5A Ki = 228.6 nM 6.64 Binding affinity to human 5HT5A receptor 16392798
Histamine H2 receptor Ki = 302.0 nM 6.52 Binding affinity to histamine H2 receptor 16392798
Alpha-2B adrenergic receptor Ki = 316.2 nM 6.5 Binding affinity to adrenergic alpha-2B receptor 16392798
Sodium-dependent dopamine transporter Ki = 407.4 nM 6.39 Binding affinity to DAT 16392798
Beta-1 adrenergic receptor Ki = 475.8 nM 6.32 Binding affinity to adrenergic beta-1 receptor 16392798
Sigma non-opioid intracellular receptor 1 Ki = 480.0 nM 6.32 Binding affinity to sigma1 receptor 16392798

Literature References

PubMed DOI Target Context # Activities
16392798 10.1021/jm050725j Unchecked 57
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 1A 5
16392798 10.1021/jm050725j Dopamine D2 receptor and serotonin 1a receptor 1
16392798 10.1021/jm050725j D(2) dopamine receptor 1
16392798 10.1021/jm050725j Beta-1 adrenergic receptor 1
16392798 10.1021/jm050725j Alpha-2C adrenergic receptor 1
16392798 10.1021/jm050725j Alpha-2B adrenergic receptor 1
16392798 10.1021/jm050725j Alpha-2A adrenergic receptor 1
16392798 10.1021/jm050725j Adenosine receptor A3 1
16392798 10.1021/jm050725j Sodium-dependent dopamine transporter 1
16392798 10.1021/jm050725j Delta-type opioid receptor 1
16392798 10.1021/jm050725j Adenosine receptor A2a 1
16392798 10.1021/jm050725j Adrenergic receptor alpha-1 1
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 2A 1
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 2C 1
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 7 1
16392798 10.1021/jm050725j Serotonin 3 (5-HT3) receptor 1
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 5A 1
16392798 10.1021/jm050725j 5-hydroxytryptamine receptor 6 1
16392798 10.1021/jm050725j Adenosine A2 receptor 1

Data from ChEMBL 36 via Core Engine