Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL845

N-DESMETHYLCLOZAPINE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
Clc1ccc2c(c1)N=C(N1CCNCC1)c1ccccc1N2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL845
Name N-DESMETHYLCLOZAPINE
Phase Preclinical
Structure Type MOL
InChI Key JNNOSTQEZICQQP-UHFFFAOYSA-N

Known Names

N-Demethylclozapine
8
Targets
18
Activities
3
Assay Types
23
PK Parameters
20
Publications
1
Known Names

Molecular Properties

312.8
MW (Da)
3.38
ALogP
4
HBA
2
HBD
39.7
PSA (Ų)
0.78
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H17ClN4
MW 312.80
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.61

Activity Summary

Ki 7 meas. best 7.29
EC50 6 meas. best 7.75
IC50 5 meas. best 5.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Muscarinic acetylcholine receptor M1
CHEMBL216
 EC50 7.75 7.3067 18.0 3
Muscarinic acetylcholine receptor M5
CHEMBL2035
 Ki 7.29 7.29 51.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
 Ki 7.22 7.22 60.3 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 7.1 7.1 80.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 Ki 7.05 7.05 90.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
 EC50 6.77 6.77 170.0 1
Muscarinic acetylcholine receptor M2
CHEMBL211
 Ki 6.6 6.6 250.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 Ki 6.54 6.54 290.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
 EC50 6.4 6.4 400.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 6.31 6.31 489.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
 EC50 6.17 6.17 670.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.35 5.18 4466.8 5

Pharmacokinetic Data

Parameter Value Units Species
AUC 699.0 ng.hr.mL-1 Rattus norvegicus
AUC 221.0 ng.hr.mL-1 Rattus norvegicus
AUC 8.91 ng.hr.mL-1 Rattus norvegicus
AUC 4.8 ng.hr.mL-1 Rattus norvegicus
AUC 570.0 ng.hr.mL-1 Rattus norvegicus
AUC 346.0 ng.hr.mL-1 Rattus norvegicus
AUC 4.198 ng.hr.mL-1 Rattus norvegicus
CL 0.38 mL.min-1.g-1 Rattus norvegicus
CL 0.02 mL.min-1.g-1 Rattus norvegicus
CL 1597.0 mL.min-1.kg-1 Rattus norvegicus
CL 1.2 mL.min-1.kg-1 Homo sapiens
CL 5.0 mL.min-1.kg-1 Homo sapiens
CL 0.6 mL.min-1.kg-1 Homo sapiens
Cmax 2.0 nM Rattus norvegicus
Fu 0.11 - Rattus norvegicus
Fu 0.097 - Homo sapiens
ka 0.5 /min Rattus norvegicus
Ke 0.006 /min Rattus norvegicus
T1/2 2.75 hr Rattus norvegicus
Tmax 4.633 hr Rattus norvegicus
Tmax 1.05 hr Rattus norvegicus
Vd 82.0 L.kg-1 Rattus norvegicus
Vd 607.0 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Muscarinic acetylcholine receptor M1 EC50 = 18.0 nM 7.75 Agonist activity at human muscarinic M1 receptor expressed in CHO-K1 cells asses... 20684563
Muscarinic acetylcholine receptor M1 EC50 = 48.0 nM 7.32 Agonist activity at muscarinic M1 receptor (unknown origin) expressed in CHO cel... 33691168
Muscarinic acetylcholine receptor M5 Ki = 51.0 nM 7.29 Displacement of [3H]-4-DAMP from human muscarinic M5 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M1 Ki = 60.26 nM 7.22 Displacement of [3H]NMS from EGFP-fused human M1 receptor N-terminal truncated a... 22329602
D(1A) dopamine receptor Ki = 80.0 nM 7.1 Antagonist activity at human D1 receptor expressed in CHO cells assessed as inhi... 33691168
Muscarinic acetylcholine receptor M3 Ki = 90.0 nM 7.05 Displacement of [3H]-4-DAMP from human muscarinic M3 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M1 EC50 = 140.0 nM 6.85 Agonist activity at human muscarinic M1 receptor Y381A mutant expressed in CHO-K... 20684563
Muscarinic acetylcholine receptor M5 EC50 = 170.0 nM 6.77 Agonist activity at human muscarinic M5 receptor expressed in BHK-21 cells asses... 20684563
Muscarinic acetylcholine receptor M2 Ki = 250.0 nM 6.6 Displacement of [3H]-AFDX-384 from human muscarinic M2 receptor expressed in CHO... 20684563
Muscarinic acetylcholine receptor M4 Ki = 290.0 nM 6.54 Displacement of [3H]-4-DAMP from human muscarinic M4 receptor expressed in BHK-2... 20684563
Muscarinic acetylcholine receptor M4 EC50 = 400.0 nM 6.4 Agonist activity at human muscarinic M4 receptor expressed in BHK-21 cells coexp... 20684563
D(2) dopamine receptor Ki = 489.0 nM 6.31 Antagonist activity at human D2 receptor expressed in CHO cells assessed as inhi... 33691168
Muscarinic acetylcholine receptor M3 EC50 = 670.0 nM 6.17 Agonist activity at muscarinic M3 receptor (unknown origin) expressed in CHO cel... 33691168
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4466.84 nM 5.35 Inhibition of human ERG expressed in CHO cells by whole cell patch clamp techniq... 18448342
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4490.0 nM 5.35 Inhibition of human ERG channel 19534531
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4490.0 nM 5.35 Inhibition of human ERG channel 19534531
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 4466.84 nM 5.35 Inhibition of human Potassium channel HERG expressed in mammalian cells 12873512
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 31622.78 nM 4.5 Inhibition of human ERG 21185626

Literature References

PubMed DOI Target Context # Activities
22736307 10.1124/dmd.112.045682 ADMET 8
22736307 10.1124/dmd.112.045682 Plasma 6
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M1 4
23454828 10.1124/dmd.112.050278 Homo sapiens 3
22736307 10.1124/dmd.112.045682 Rattus norvegicus 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M4 3
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M5 3
22329602 10.1021/jm201348t Muscarinic acetylcholine receptor M1 3
33691168 10.1016/j.bmcl.2021.127911 Muscarinic acetylcholine receptor M1 2
22899853 10.1124/dmd.112.046391 Cerebrospinal fluid 2
22899853 10.1124/dmd.112.046391 Brain 2
22899853 10.1124/dmd.112.046391 Nucleic Acid 2
22899853 10.1124/dmd.112.046391 Plasma 2
22899853 10.1124/dmd.112.046391 ADMET 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M3 2
20684563 10.1021/jm100697g Muscarinic acetylcholine receptor M2 2
19534531 10.1021/jm900002x Voltage-gated inwardly rectifying potassium channel KCNH2 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A3 1

Data from ChEMBL 36 via Core Engine