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Compound Detail

CHEMBL2386162

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COc1ccc(O[C@@H](CC(C)C)[C@H]2CCNC2)c(C)n1

Basic Information

ChEMBL ID CHEMBL2386162
Phase Preclinical
Structure Type MOL
InChI Key SNNRWIBSGBMYRF-ZFWWWQNUSA-N
4
Targets
4
Activities
2
Assay Types
14
PK Parameters
15
Publications
0
Known Names

Molecular Properties

278.4
MW (Da)
2.80
ALogP
4
HBA
1
HBD
43.4
PSA (Ų)
0.87
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 C16H26N2O2
MW 278.40
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -0.24

Activity Summary

IC50 2 meas. best 8.72
Ki 2 meas. best 9.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
Ki 9.8 9.8 0.2 1
Unchecked
CHEMBL612545
Ki 9.64 9.64 0.2 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 8.72 8.72 1.9 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 8.16 8.16 6.9 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2251.7 ng.hr.mL-1 Canis lupus familiaris
AUC 1150.91 ng.hr.mL-1 Canis lupus familiaris
AUC 167.04 ng.hr.mL-1 Rattus norvegicus
AUC 69.88 ng.hr.mL-1 Rattus norvegicus
CL 8.2 mL.min-1.kg-1 Canis lupus familiaris
CL 120.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 503.0 nM Canis lupus familiaris
Cmax 65.0 nM Rattus norvegicus
F 47.0 % Canis lupus familiaris
F 31.0 % Rattus norvegicus
T1/2 4.6 hr Canis lupus familiaris
T1/2 0.84 hr Rattus norvegicus
Tmax 1.3 hr Canis lupus familiaris
Tmax 1.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
24900709 10.1021/ml400049p Rattus norvegicus 14
24900709 10.1021/ml400049p Canis familiaris 8
24900709 10.1021/ml400049p Sodium-dependent serotonin transporter 3
24900709 10.1021/ml400049p Unchecked 3
24900709 10.1021/ml400049p Sodium-dependent noradrenaline transporter 2
24900709 10.1021/ml400049p Cytochrome P450 2D6 2
24900709 10.1021/ml400049p Cytochrome P450 2C9 2
24900709 10.1021/ml400049p Cytochrome P450 3A4 2
24900709 10.1021/ml400049p Liver microsomes 2
24900709 10.1021/ml400049p Serum 1
24900709 10.1021/ml400049p Nucleic Acid 1
24900709 10.1021/ml400049p Plasma 1
24900709 10.1021/ml400049p Brain 1
24900709 10.1021/ml400049p Cytochrome P450 1A2 1
24900709 10.1021/ml400049p Liver 1

Data from ChEMBL 36 via Core Engine