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Compound Detail

CHEMBL5314404

AJMALINE
🧪 Phase III
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🧪 Phase III
CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)c5ccccc5[C@]45C[C@@H]([C@@H]2[C@H]5O)N3[C@@H]1O

Basic Information

ChEMBL ID CHEMBL5314404
Name AJMALINE
Phase Phase III
Structure Type MOL
InChI Key CJDRUOGAGYHKKD-OVXZWHIBSA-N

Known Names

(17r,21r)-ajmalan-17,21-diol Ajmalan-17,21-diol Ajmaline NSC-15627 Rauwolfine
5
Targets
5
Activities
1
Assay Types
1
PK Parameters
20
Publications
5
Known Names
1
Indications

Molecular Properties

326.4
MW (Da)
1.55
ALogP
4
HBA
2
HBD
46.9
PSA (Ų)
0.82
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product

Extended Properties

Molecular Formula C20H26N2O2
MW 326.44
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 2.37

Indications

Arrhythmias, Cardiac

ATC Classification

C01BA05
ajmaline
Level 1: CARDIOVASCULAR SYSTEM
Level 2: CARDIAC THERAPY

Activity Summary

IC50 5 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 2D6
CHEMBL289
IC50 6.0 6.0 1000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.98 5.98 1040.0 1
Sodium channel alpha subunit
CHEMBL2331043
IC50 5.09 5.09 8200.0 1
Voltage-gated L-type calcium channel
CHEMBL2095229
IC50 4.15 4.15 71000.0 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL3762
IC50 4.15 4.15 70800.0 1

Pharmacokinetic Data

Parameter Value Units Species
F 49.0 % Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1474
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20014752 10.1021/tx900326k Hepatotoxicity 3
10891117 10.1021/jm0000564 ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
10891117 10.1021/jm0000564 No relevant target 2
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
- 10.1007/s00044-011-9767-1 Entamoeba histolytica 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
18558492 10.1016/j.bmc.2008.05.074 Leishmania amazonensis 1
21300721 10.1093/cvr/cvr044 Sodium channel alpha subunit 1
21300721 10.1093/cvr/cvr044 Voltage-gated L-type calcium channel 1
21300721 10.1093/cvr/cvr044 Voltage-gated inwardly rectifying potassium channel KCNH2 1
21300721 10.1093/cvr/cvr044 ADMET 1
22761000 10.1002/jat.2784 Voltage-dependent L-type calcium channel subunit alpha-1C 1
18558492 10.1016/j.bmc.2008.05.074 Trypanothione reductase 1

Data from ChEMBL 36 via Core Engine