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Compound Detail

CHEMBL15928

GR-127935
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COc1ccc(NC(=O)c2ccc(-c3ccc(-c4noc(C)n4)cc3C)cc2)cc1N1CCN(C)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL15928
Name GR-127935
Phase Preclinical
Structure Type MOL
InChI Key YDBCEBYHYKAFRX-UHFFFAOYSA-N
15
Targets
33
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

497.6
MW (Da)
5.03
ALogP
7
HBA
1
HBD
83.7
PSA (Ų)
0.40
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H31N5O3
MW 497.60
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -1.65

Activity Summary

Ki 20 meas. best 9.9
IC50 11 meas. best 8.8
Kd 2 meas. best 9.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 9.9 8.935 0.1 6
Unchecked
CHEMBL612545
 Kd 9.9 9.9 0.1 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 9.85 9.2675 0.1 4
Oryctolagus cuniculus
CHEMBL374
 Kd 9.4 9.4 0.4 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
 IC50 8.8 8.8 1.6 2
5-hydroxytryptamine receptor 1D
CHEMBL2304407
 Ki 8.5 8.5 3.2 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
 Ki 8.5 8.5 3.2 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 7.8 7.585 15.8 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 IC50 7.28 7.28 52.0 1
5-hydroxytryptamine receptor 1D
CHEMBL5450
 IC50 7.28 7.28 53.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.16 7.1333 70.0 3
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.98 6.98 105.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 6.5 6.5 316.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 6.44 6.405 360.0 2
Rattus norvegicus
CHEMBL376
 IC50 6.0 6.0 1000.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.0 6.0 1000.0 1
Schistosoma mansoni
CHEMBL612893
 IC50 5.92 5.4667 1200.0 3
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 5.2 5.2 6309.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1D Ki = 0.1259 nM 9.9 Binding affinity against 5-hydroxytryptamine 1D receptor beta 8057272
Unchecked Kd = 0.1259 nM 9.9 pA2 value for the effect in RSV model. 10669578
5-hydroxytryptamine receptor 1B Ki = 0.14 nM 9.85 Affinity towards cloned human 5-hydroxytryptamine 1B receptor 16143528
5-hydroxytryptamine receptor 1B Ki = 0.14 nM 9.85 Affinity for 5-hydroxytryptamine 1B receptor subtype -
Oryctolagus cuniculus Kd = 0.3981 nM 9.4 Inhibition of the contractile responses elicited by sumatriptan in rabbit saphen... 10737747
5-hydroxytryptamine receptor 1D Ki = 0.7 nM 9.15 Affinity towards cloned human 5-hydroxytryptamine 1D receptor 16143528
5-hydroxytryptamine receptor 1D Ki = 0.7 nM 9.15 Affinity for 5-hydroxytryptamine 1D receptor subtype -
5-hydroxytryptamine receptor 1B Ki = 1.0 nM 9.0 Binding affinity for human 5-hydroxytryptamine 1B receptor 9548813
5-hydroxytryptamine receptor 1D Ki = 1.259 nM 8.9 Binding affinity against 5-hydroxytryptamine 1D receptor alpha 8057272
5-hydroxytryptamine receptor 1B IC50 = 1.6 nM 8.8 Binding affinity towards 5-hydroxytryptamine 1B receptor in rat frontal cortex u... 10737747
5-hydroxytryptamine receptor 1B IC50 = 1.6 nM 8.8 Inhibition affinity against 5-HT-1B receptor in rat frontal cortex using radio b... 10669578
5-hydroxytryptamine receptor 1D Ki = 2.512 nM 8.6 Binding affinity for human 5-hydroxytryptamine 1D receptor 9548813
5-hydroxytryptamine receptor 1D Ki = 3.162 nM 8.5 In vitro binding affinity towards 5-hydroxytryptamine 1D receptor in guinea-pig ... 8057272
5-hydroxytryptamine receptor 1B Ki = 3.162 nM 8.5 In vitro binding affinity towards 5-hydroxytryptamine 1B receptor in rat striata... 8057272
5-hydroxytryptamine receptor 1B Ki = 4.31 nM 8.37 In vitro binding affinity towards cloned human 5-HT1B receptor using [3H]5-carbo... 16143528
5-hydroxytryptamine receptor 1D Ki = 12.3 nM 7.91 In vitro binding affinity towards cloned human 5-HT1D receptor using [3H]5-carbo... 16143528
5-hydroxytryptamine receptor 2A Ki = 15.85 nM 7.8 Binding affinity for human 5-hydroxytryptamine 2A receptor 9548813
5-hydroxytryptamine receptor 2A Ki = 42.7 nM 7.37 In vitro binding affinity towards cloned human 5-HT2A receptor using [3H]5-carbo... 16143528
5-hydroxytryptamine receptor 1D IC50 = 53.0 nM 7.28 Binding affinity towards 5-hydroxytryptamine 1D receptor in rat frontal cortex u... 10737747
5-hydroxytryptamine receptor 1D IC50 = 52.0 nM 7.28 Inhibition affinity against 5-HT-1D receptor in bovine caudate nucleus using rad... 10669578

Literature References

PubMed DOI Target Context # Activities
8057272 10.1021/jm00041a001 5-hydroxytryptamine receptor 1D 5
9548813 10.1021/jm970457s 5-hydroxytryptamine receptor 1B 3
33479649 10.1039/D0MD00062K Schistosoma mansoni 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
10669578 10.1021/jm990397l No relevant target 2
16143528 10.1016/j.bmcl.2005.07.024 5-hydroxytryptamine receptor 1B 2
16143528 10.1016/j.bmcl.2005.07.024 5-hydroxytryptamine receptor 1D 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
16143528 10.1016/j.bmcl.2005.07.024 5-hydroxytryptamine receptor 1A 2
- 10.1016/S0960-894X(97)10164-0 5-hydroxytryptamine receptor 1B 2
8057272 10.1021/jm00041a001 5-hydroxytryptamine receptor 1B 1
8057272 10.1021/jm00041a001 5-hydroxytryptamine receptor 1A 1
8057272 10.1021/jm00041a001 Serotonin 3 (5-HT3) receptor 1
8057272 10.1021/jm00041a001 5-hydroxytryptamine receptor 4 1
8057272 10.1021/jm00041a001 Adrenergic receptor alpha-1 1
8057272 10.1021/jm00041a001 Canis familiaris 1
9548813 10.1021/jm970457s 5-hydroxytryptamine receptor 2A 1
9548813 10.1021/jm970457s 5-hydroxytryptamine receptor 1D 1
8057272 10.1021/jm00041a001 D(3) dopamine receptor 1
8057272 10.1021/jm00041a001 D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine