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Compound Detail

CHEMBL209821

NALUZOTAN
🧪 Phase III
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🧪 Phase III
CC(=O)Nc1cccc(N2CCN(CCCCNS(=O)(=O)CC3CCCCC3)CC2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL209821
Name NALUZOTAN
Phase Phase III
Structure Type MOL
InChI Key SPWZXWDPAWDKQE-UHFFFAOYSA-N

Known Names

Naluzotan PRX-00023
6
Targets
10
Activities
3
Assay Types
9
PK Parameters
20
Publications
2
Known Names
3
Indications
1
Mechanisms

Molecular Properties

450.6
MW (Da)
3.05
ALogP
5
HBA
2
HBD
81.8
PSA (Ų)
0.54
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem nal-; -zotan
USAN Year 2008

Extended Properties

Molecular Formula C23H38N4O3S
MW 450.65
Aromatic Rings 1
Heavy Atoms 31
NP-Likeness -1.61

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 1a (5-HT1a) receptor agonist AGONIST 5-hydroxytryptamine receptor 1A ✓ ✓

Indications

Anxiety Depressive Disorder, Major Epilepsy, Temporal Lobe

Activity Summary

Ki 6 meas. best 8.29
EC50 2 meas. best 7.7
IC50 2 meas. best 5.42

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 8.29 8.29 5.1 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.77 7.645 17.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
 EC50 7.7 7.365 20.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 7.0 7.0 100.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 6.16 6.16 700.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 5.8 5.8 1600.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.42 5.42 3800.0 2

Pharmacokinetic Data

Parameter Value Units Species
Cmax 53.26 nM Rattus norvegicus
Cmax 386.11 nM Canis lupus familiaris
F 11.0 % Rattus norvegicus
F 16.0 % Canis lupus familiaris
T1/2 0.4667 hr Homo sapiens
T1/2 1.083 hr Homo sapiens
T1/2 2.0 hr Rattus norvegicus
T1/2 1.1 hr Canis lupus familiaris
T1/2 10.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 5.1 nM 8.29 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor in HEK293 cells 16722631
5-hydroxytryptamine receptor 1A Ki = 17.0 nM 7.77 Binding affinity to 5HT1A receptor in rat cerebral cortex by radioligand binding... 16722631
5-hydroxytryptamine receptor 1A EC50 = 20.0 nM 7.7 Activity against 5HT1A receptor by Gi-[35S]GTP-gamma-S binding assay 16722631
5-hydroxytryptamine receptor 1A Ki = 30.2 nM 7.52 Binding affinity to 5HT1A receptor in rat cortex membrane 17803293
5-hydroxytryptamine receptor 1A EC50 = 93.33 nM 7.03 Agonist activity at human 5HT1A receptor expressed in C6 cells assessed as stimu... 17803293
Sigma non-opioid intracellular receptor 1 Ki = 100.0 nM 7.0 Binding affinity to guinea pig sigma receptor by radioligand binding assay 16722631
5-hydroxytryptamine receptor 7 Ki = 700.0 nM 6.16 Binding affinity to 5HT7 receptor by radioligand binding assay 16722631
Adrenergic receptor alpha-1 Ki = 1600.0 nM 5.8 Displacement of [3H]prazosin from adrenergic alpha-1 receptor in rat cerebral co... 16722631
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3800.0 nM 5.42 Inhibition of hERG potassium channel in HEK293 cells by patch clamp assay 16722631
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3800.0 nM 5.42 Inhibition of human ERG channel 19534531

Literature References

PubMed DOI Target Context # Activities
16722631 10.1021/jm0508641 Unchecked 12
16722631 10.1021/jm0508641 Rattus norvegicus 6
16722631 10.1021/jm0508641 Homo sapiens 5
16722631 10.1021/jm0508641 Canis familiaris 4
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 1A 3
17803293 10.1021/jm070714l 5-hydroxytryptamine receptor 1A 3
16722631 10.1021/jm0508641 Voltage-gated inwardly rectifying potassium channel KCNH2 3
17803293 10.1021/jm070714l Rattus norvegicus 3
16722631 10.1021/jm0508641 Adrenergic receptor alpha-1 2
16722631 10.1021/jm0508641 Mus musculus 2
16722631 10.1021/jm0508641 Sigma non-opioid intracellular receptor 1 2
16722631 10.1021/jm0508641 Serotonin 3 receptor (5HT3) 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 4 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 5A 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 6 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 2B 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 2A 1
16722631 10.1021/jm0508641 Cytochrome P450 1A2 1
19534531 10.1021/jm900002x Voltage-gated inwardly rectifying potassium channel KCNH2 1
16722631 10.1021/jm0508641 5-hydroxytryptamine receptor 1B 1

Data from ChEMBL 36 via Core Engine