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Compound Detail

CHEMBL317935

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C[C@H](NC(=O)/C=C/c1ccccc1)c1cccc(N2CCOCC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL317935
Phase Preclinical
Structure Type MOL
InChI Key QMIMHUDEVKGOTQ-DVQDXYAYSA-N
8
Targets
17
Activities
2
Assay Types
8
PK Parameters
18
Publications
0
Known Names

Molecular Properties

336.4
MW (Da)
3.41
ALogP
3
HBA
1
HBD
41.6
PSA (Ų)
0.85
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H24N2O2
MW 336.44
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.22

Activity Summary

IC50 9 meas. best 5.28
EC50 8 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Voltage-gated potassium channel, KQT; KCNQ2(Kv7.2)/KCNQ3(Kv7.3)
CHEMBL2221348
 EC50 6.16 6.16 690.0 1
Potassium voltage-gated channel subfamily KQT member 2
CHEMBL2476
 EC50 6.16 5.84 690.0 2
Potassium voltage-gated channel subfamily KQT member 2
CHEMBL2985
 EC50 5.5 5.425 3200.0 4
HEK293
CHEMBL614818
 EC50 5.5 5.5 3200.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.28 5.28 5300.0 1
Aromatase
CHEMBL1978
 IC50 4.89 4.89 13000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.66 4.3433 22000.0 6
Cytochrome P450 1A2
CHEMBL3356
 IC50 4.11 4.11 78000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 41.0 mL.min-1.kg-1 Rattus norvegicus
CL 12.7 mL.min-1.kg-1 Canis lupus familiaris
F 93.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
T1/2 2.1 hr Rattus norvegicus
T1/2 3.0 hr Canis lupus familiaris
Tmax 5.0 hr Rattus norvegicus
Tmax 0.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 690.0 nM 6.16 Effective concentration against Potassium voltage gated channel, KQT-like subfam... 12930139
Voltage-gated potassium channel, KQT; KCNQ2(Kv7.2)/KCNQ3(Kv7.3) EC50 = 690.0 nM 6.16 Effect on resting membrane potential in SH-SY5Y human neuroblastoma cells expres... 12852750
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 3000.0 nM 5.52 Effective concentration against Potassium voltage gated channel KQT-like subfami... 12930139
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 3200.0 nM 5.5 Effect on outward potassium currents in whole-cell patch clamp assay of HEK 293 ... 15603955
HEK293 EC50 = 3200.0 nM 5.5 Effective concentration against whole-cell patch clamp from mouse HEK293 cells 15357987
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 3200.0 nM 5.5 Induction of mouse KCNQ2 expressed in HEK293 cells at -40 mV holding potential b... 24070783
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 3280.0 nM 5.48 Whole-cell patch-clamp on recombinant mouse KCNQ2 channels expressed in HEK 293 ... 15050644
Cytochrome P450 2C9 IC50 = 5300.0 nM 5.28 Inhibition of recombinant human Cytochrome P450 2C9 12930139
Potassium voltage-gated channel subfamily KQT member 2 EC50 = 6000.0 nM 5.22 Induced current in Xenopus laevis oocytes expressing cloned mKCNQ2 channels 12852750
Aromatase IC50 = 13000.0 nM 4.89 Inhibition of recombinant human Cytochrome P450 19A1 12930139
Cytochrome P450 3A4 IC50 = 22000.0 nM 4.66 Inhibition of recombinant human Cytochrome P450 3A4 with BFC [7-benzyloxy-4-trif... 12930139
Cytochrome P450 3A4 IC50 = 27000.0 nM 4.57 Inhibition of recombinant human Cytochrome P450 3A4 with BFC [7-benzyloxy-4-trif... 12930139
Cytochrome P450 3A4 IC50 = 33000.0 nM 4.48 Inhibition of recombinant human Cytochrome P450 3A4 using BFC [7-benzyloxy-4-tri... 12930139
Cytochrome P450 3A4 IC50 = 62000.0 nM 4.21 Inhibition of recombinant human Cytochrome P450 3A4 with BFC [7-benzyloxy-4-trif... 12930139
Cytochrome P450 3A4 IC50 = 76000.0 nM 4.12 Inhibition of recombinant human Cytochrome P450 3A4 with Benzoylresorufin 12930139
Cytochrome P450 1A2 IC50 = 78000.0 nM 4.11 Inhibition of recombinant human Cytochrome P450 1A2 12930139
Cytochrome P450 3A4 IC50 = 96000.0 nM 4.02 Inhibition of recombinant human Cytochrome P450 3A4 with BFC [7-benzyloxy-4-trif... 12930139

Literature References

PubMed DOI Target Context # Activities
12852750 10.1021/jm034073f Rattus norvegicus 10
12852750 10.1021/jm034073f Canis familiaris 7
12930139 10.1021/jm034111v Cytochrome P450 3A4 6
12852750 10.1021/jm034073f Unchecked 3
12852750 10.1021/jm034073f Potassium voltage-gated channel subfamily KQT member 2 2
12852750 10.1021/jm034073f ADMET 2
15050644 10.1016/j.bmcl.2004.01.069 Potassium voltage-gated channel subfamily KQT member 2 2
24070783 10.1016/j.bmcl.2013.08.092 Potassium voltage-gated channel subfamily KQT member 2 2
15603955 10.1016/j.bmcl.2004.10.065 Potassium voltage-gated channel subfamily KQT member 2 2
12930139 10.1021/jm034111v Potassium voltage-gated channel subfamily KQT member 2 2
- 10.6019/CHEMBL3301361 No relevant target 1
15357987 10.1016/j.bmcl.2004.06.035 HEK293 1
12930139 10.1021/jm034111v Cytochrome P450 2D6 1
12930139 10.1021/jm034111v Aromatase 1
12930139 10.1021/jm034111v Cytochrome P450 2C9 1
12930139 10.1021/jm034111v Cytochrome P450 1A2 1
15139767 10.1021/jm0305826 Potassium voltage-gated channel subfamily KQT member 2 1
12852750 10.1021/jm034073f Voltage-gated potassium channel, KQT; KCNQ2(Kv7.2)/KCNQ3(Kv7.3) 1

Data from ChEMBL 36 via Core Engine