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Compound Detail

CHEMBL1082458

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CNC[C@@H](O)CCN1c2ccccc2N(c2ccccc2F)S1(=O)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1082458
Phase Preclinical
Structure Type MOL
InChI Key PHSDSMUCNUCJGQ-ZDUSSCGKSA-N
3
Targets
7
Activities
1
Assay Types
25
PK Parameters
11
Publications
0
Known Names

Molecular Properties

365.4
MW (Da)
2.00
ALogP
4
HBA
2
HBD
72.9
PSA (Ų)
0.82
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 C17H20FN3O3S
MW 365.43
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -0.53

Activity Summary

IC50 7 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 9.0 8.58 1.0 4
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 5.67 5.555 2113.0 2
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 5.47 5.47 3380.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 199.0 ng.hr.mL-1 Rattus norvegicus
AUC 929.0 ng.hr.mL-1 Rattus norvegicus
AUC 505.0 ng.hr.mL-1 Rattus norvegicus
AUC 1038.0 ng.hr.mL-1 Rattus norvegicus
AUC 959.0 ng.hr.mL-1 Rattus norvegicus
AUC 1200.0 ng.hr.mL-1 Rattus norvegicus
CL 170.0 mL.min-1.kg-1 Rattus norvegicus
CL 36.0 mL.min-1.kg-1 Rattus norvegicus
CL 66.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 421.42 nM Rattus norvegicus
Cmax 369.43 nM Rattus norvegicus
Cmax 342.06 nM Rattus norvegicus
F 100.0 % Rattus norvegicus
F 41.3 % Rattus norvegicus
F 95.2 % Rattus norvegicus
T1/2 0.15 hr Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus
T1/2 4.7 hr Rattus norvegicus
T1/2 6.3 hr Rattus norvegicus
T1/2 3.2 hr Rattus norvegicus
T1/2 4.4 hr Rattus norvegicus
T1/2 4.7 hr Rattus norvegicus
Tmax 1.38 hr Rattus norvegicus
Tmax 0.56 hr Rattus norvegicus
Tmax 1.63 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent noradrenaline transporter IC50 = 1.0 nM 9.0 Inhibition of human NET-mediated norepinephrine uptake in MDCK-Net6 cells 20462211
Sodium-dependent noradrenaline transporter IC50 = 2.0 nM 8.7 Displacement of [3H]nisoxetine from human NET expressed in MDCK-Net6 cells 21916421
Sodium-dependent noradrenaline transporter IC50 = 4.0 nM 8.4 Inhibition of human NET expressed in MDCK-Net6 cells assessed as inhibition of n... 21916421
Sodium-dependent noradrenaline transporter IC50 = 6.0 nM 8.22 Displacement of [3H]nisoxetine from human NET expressed in MDCK-Net6 cells 20462211
Sodium-dependent dopamine transporter IC50 = 2113.0 nM 5.67 Displacement of [3H]-WIN-35428 from human DAT expressed in CHO cells 21916421
Sodium-dependent serotonin transporter IC50 = 3380.0 nM 5.47 Inhibition of human SERT expressed in JAR cells assessed as serotonin uptake 21916421
Sodium-dependent dopamine transporter IC50 = 3617.0 nM 5.44 Displacement of [3H]WIN-35428 from human recombinant DAT expressed in CHO cells 20462211

Literature References

PubMed DOI Target Context # Activities
20462211 10.1021/jm100053t Rattus norvegicus 39
20462211 10.1021/jm100053t Unchecked 2
20462211 10.1021/jm100053t Sodium-dependent noradrenaline transporter 2
21916421 10.1021/jm200733r Sodium-dependent noradrenaline transporter 2
20462211 10.1021/jm100053t Sodium-dependent serotonin transporter 1
20462211 10.1021/jm100053t Liver microsomes 1
20462211 10.1021/jm100053t Sodium-dependent dopamine transporter 1
20462211 10.1021/jm100053t Voltage-gated inwardly rectifying potassium channel KCNH2 1
20462211 10.1021/jm100053t ADMET 1
21916421 10.1021/jm200733r Sodium-dependent dopamine transporter 1
21916421 10.1021/jm200733r Sodium-dependent serotonin transporter 1

Data from ChEMBL 36 via Core Engine