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Compound Detail

CHEMBL68131

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CCCCN1CCC(COC(=O)c2cc(Cl)c(N)c3c2OCCO3)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL68131
Phase Preclinical
Structure Type MOL
InChI Key AOOSJYIINXVNHV-UHFFFAOYSA-N
8
Targets
14
Activities
4
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

382.9
MW (Da)
3.36
ALogP
6
HBA
1
HBD
74.0
PSA (Ų)
0.60
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 C19H27ClN2O4
MW 382.89
Aromatic Rings 1
Heavy Atoms 26
NP-Likeness -0.90

Activity Summary

Ki 8 meas. best 10.89
IC50 3 meas. best 10.1
Kd 2 meas. best 10.8
EC50 1 meas. best 9.2

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 4
CHEMBL5017
 Ki 10.89 10.89 0.0 1
5-hydroxytryptamine receptor 4
CHEMBL1875
 Ki 10.8 10.8 0.0 1
ADMET
CHEMBL612558
 Kd 10.8 10.8 0.0 1
5-hydroxytryptamine receptor 4
CHEMBL5017
 Kd 10.7 10.7 0.0 1
5-hydroxytryptamine receptor 4
CHEMBL5017
 IC50 10.1 10.0667 0.1 3
Serotonin 4 (5-HT4) receptor
CHEMBL2696
 Ki 9.9 9.9 0.1 1
Cavia porcellus
CHEMBL369
 EC50 9.2 9.2 0.6 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.1 7.0 79.4 2
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 6.8 6.8 158.5 1
Serotonin 3 (5-HT3) receptor
CHEMBL2094132
 Ki 6.7 6.65 199.5 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.5 hr Sus scrofa
T1/2 0.6 hr -
T1/2 0.7667 hr -
T1/2 1.167 hr -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 4 Ki = 0.01288 nM 10.89 Compound was tested for binding affinity against 5-HT4 receptor in guinea pig st... -
ADMET Kd = 0.01585 nM 10.8 Concentration-dependent rightward shift of the 5-HT curve yielding an apparent p... 8258837
5-hydroxytryptamine receptor 4 Ki = 0.01585 nM 10.8 Binding affinity at 5HT4 receptor 19261477
5-hydroxytryptamine receptor 4 Kd = 0.02 nM 10.7 Binding affinity to 5HT4 receptor in guinea pig distal colon 24157369
5-hydroxytryptamine receptor 4 IC50 = 0.07943 nM 10.1 Ability to block 5-HT4 receptor mediated effect of 5-HT was assessed in the guin... -
5-hydroxytryptamine receptor 4 IC50 = 0.07943 nM 10.1 Ability to antagonize 5-HT-evoked contractions mediated through 5-hydroxytryptam... 7490724
5-hydroxytryptamine receptor 4 IC50 = 0.1 nM 10.0 Inhibition of 5-HT-evoked 5-HT4 receptor-mediated contractions in the guinea pig... 8258837
Serotonin 4 (5-HT4) receptor Ki = 0.1259 nM 9.9 Compound was evaluated for its ability to inhibit the binding of 5-HT4 receptor ... -
Cavia porcellus EC50 = 0.631 nM 9.2 Concentration-dependent contraction against 5-HT (10 e-11 to 10 e-8 M)-induced c... 8258837
5-hydroxytryptamine receptor 2C Ki = 79.43 nM 7.1 Tested against 5-hydroxytryptamine 2C receptor in experiment 2 8258837
5-hydroxytryptamine receptor 2C Ki = 125.89 nM 6.9 Tested agains t5-hydroxytryptamine 2C receptor in experiment 1 8258837
5-hydroxytryptamine receptor 3A Ki = 158.49 nM 6.8 Binding affinity at 5HT3 receptor 19261477
Serotonin 3 (5-HT3) receptor Ki = 199.53 nM 6.7 Tested against 5-hydroxytryptamine 3 receptor in experiment 2 8258837
Serotonin 3 (5-HT3) receptor Ki = 251.19 nM 6.6 Tested against 5-hydroxytryptamine 3 receptor in experiment 1 8258837

Literature References

PubMed DOI Target Context # Activities
8258837 10.1021/jm00077a018 ADMET 5
- 10.1016/0960-894X(95)00358-Z Sus scrofa 2
8258837 10.1021/jm00077a018 Serotonin 3 (5-HT3) receptor 2
- 10.1016/S0960-894X(01)80414-5 5-hydroxytryptamine receptor 4 2
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 2C 2
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 1E 1
24157369 10.1016/j.bmcl.2013.09.097 5-hydroxytryptamine receptor 4 1
8258837 10.1021/jm00077a018 Alpha-2A adrenergic receptor 1
8258837 10.1021/jm00077a018 Alpha-1D adrenergic receptor 1
8258837 10.1021/jm00077a018 D(3) dopamine receptor 1
8258837 10.1021/jm00077a018 D(2) dopamine receptor 1
8258837 10.1021/jm00077a018 D(1A) dopamine receptor 1
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 2A 1
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 1D 1
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 1A 1
8258837 10.1021/jm00077a018 5-hydroxytryptamine receptor 4 1
7490724 10.1021/jm00024a002 5-hydroxytryptamine receptor 4 1
- 10.1016/S0960-894X(01)80176-1 Serotonin 4 (5-HT4) receptor 1
- 10.1016/S0960-894X(01)80176-1 5-hydroxytryptamine receptor 4 1
- 10.1016/0960-894X(95)00358-Z ADMET 1

Data from ChEMBL 36 via Core Engine