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Compound Detail

CHEMBL2152922

PF-04995274
Phase I
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Phase I
OC1(CN2CCC(COc3noc4cccc(O[C@@H]5CCOC5)c34)CC2)CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2152922
Name PF-04995274
Phase Phase I
Structure Type MOL
InChI Key WLLOFQROROXOMO-GOSISDBHSA-N

Known Names

Pf-04995274
3
Targets
18
Activities
2
Assay Types
14
PK Parameters
20
Publications
1
Known Names
2
Indications

Molecular Properties

432.5
MW (Da)
2.63
ALogP
8
HBA
1
HBD
86.4
PSA (Ų)
0.71
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C23H32N2O6
MW 432.52
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.36

Indications

Depressive Disorder, Major Depressive Disorder, Treatment-Resistant

Activity Summary

EC50 11 meas. best 9.7
Ki 7 meas. best 9.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 4
CHEMBL1875
 Ki 9.82 9.5225 0.1 4
5-hydroxytryptamine receptor 4
CHEMBL1875
 EC50 9.7 9.2813 0.2 8
Unchecked
CHEMBL612545
 Ki 9.57 9.545 0.3 2
5-hydroxytryptamine receptor 4
CHEMBL4317
 Ki 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 4
CHEMBL4317
 EC50 9.23 9.21 0.6 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 1790.0 ng.hr/g Rattus norvegicus
AUC 1760.0 ng.hr/g Rattus norvegicus
AUC 224.48 ng.hr.mL-1 Rattus norvegicus
AUC 94.0 ng.hr.mL-1 Rattus norvegicus
CL 81.8 mL.min-1.kg-1 Rattus norvegicus
CL 48.9 mL.min-1.kg-1 Rattus norvegicus
CL 33.0 mL.min-1.kg-1 Homo sapiens
CL 27.9 mL.min-1.kg-1 Canis lupus familiaris
CL 21.2 mL.min-1.kg-1 Canis lupus familiaris
CL 29.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 196.52 nM Rattus norvegicus
F 47.0 % Canis lupus familiaris
F 40.0 % Rattus norvegicus
F 5.4 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 4 Ki = 0.15 nM 9.82 Displacement of [3H]GR113808 from human 5HT4D receptor expressed in HEK293 cells... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.2 nM 9.7 Partial agonist activity at human 5HT4D receptor expressed in HEK293 cells asses... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.26 nM 9.59 Agonist activity at human 5HT4E receptor expressed in HEK293 cells assessed as i... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.26 nM 9.59 Agonist activity at 5-HT4E receptor (unknown origin) 29763304
Unchecked Ki = 0.27 nM 9.57 Displacement of [3H]GR113808 from 5HT4 receptor in monkey striatal membrane afte... 22974325
5-hydroxytryptamine receptor 4 Ki = 0.3 nM 9.52 Displacement of [3H]GR113808 from 5HT4 receptor in rat striatal membrane after 3... 22974325
Unchecked Ki = 0.3 nM 9.52 Displacement of [3H]GR113808 from 5HT4 receptor in dog striatal membrane after 3... 22974325
5-hydroxytryptamine receptor 4 Ki = 0.32 nM 9.49 Displacement of [3H]GR113808 from human 5HT4E receptor expressed in CHO cells af... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.36 nM 9.44 Agonist activity at human 5HT4B receptor expressed in HEK293 cells assessed as i... 22974325
5-hydroxytryptamine receptor 4 Ki = 0.36 nM 9.44 Displacement of [3H]GR113808 from human 5HT4A receptor expressed in HEK293 cells... 22974325
5-hydroxytryptamine receptor 4 Ki = 0.46 nM 9.34 Displacement of [3H]GR113808 from human 5HT4B receptor expressed in HEK293 cells... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.47 nM 9.33 Agonist activity at human 5HT4A receptor expressed in HEK293 cells assessed as i... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.59 nM 9.23 Agonist activity at rat 5HT4S receptor expressed in HEK293 cells assessed as inc... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.62 nM 9.21 Agonist activity at rat 5HT4E receptor expressed in HEK293 cells assessed as inc... 22974325
5-hydroxytryptamine receptor 4 EC50 = 0.65 nM 9.19 Agonist activity at rat 5HT4L receptor expressed in HEK293 cells assessed as inc... 22974325
5-hydroxytryptamine receptor 4 EC50 = 1.3 nM 8.89 Partial agonist activity at human 5HT4E receptor expressed in CHO cells assessed... 34251799
5-hydroxytryptamine receptor 4 EC50 = 1.3 nM 8.89 Agonist activity at human 5HT4e receptor expressed in CHO cells assessed as cAMP... 26363507
5-hydroxytryptamine receptor 4 EC50 = 1.5 nM 8.82 Agonist activity at recombinant human 5-HT4E receptor expressed in CHO cells ass... 29763304

Literature References

PubMed DOI Target Context # Activities
22974325 10.1021/jm300953p 5-hydroxytryptamine receptor 4 20
22974325 10.1021/jm300953p Rattus norvegicus 10
29763304 10.1021/acs.jmedchem.8b00457 Rattus norvegicus 7
22974325 10.1021/jm300953p Canis familiaris 6
29763304 10.1021/acs.jmedchem.8b00457 5-hydroxytryptamine receptor 4 4
29763304 10.1021/acs.jmedchem.8b00457 ADMET 3
34251799 10.1021/acs.jmedchem.1c00703 5-hydroxytryptamine receptor 4 3
24900401 10.1021/ml3003378 ADMET 2
22974325 10.1021/jm300953p Plasma 2
22974325 10.1021/jm300953p Liver microsomes 2
22974325 10.1021/jm300953p ADMET 2
26363507 10.1016/j.ejmech.2015.08.051 5-hydroxytryptamine receptor 4 2
22974325 10.1021/jm300953p Unchecked 2
22974325 10.1021/jm300953p Nucleic Acid 2
24900401 10.1021/ml3003378 5-hydroxytryptamine receptor 4 1
24900401 10.1021/ml3003378 Plasma 1
22974325 10.1021/jm300953p Cytochrome P450 2D6 1
22974325 10.1021/jm300953p Liver 1
24900401 10.1021/ml3003378 Liver microsomes 1
22974325 10.1021/jm300953p Brain 1

Data from ChEMBL 36 via Core Engine