Compound Detail
CHEMBL64894
GENTIAN VIOLET 💊 Approved Drug
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💊 Approved Drug
CN(C)c1ccc(C(=C2C=CC(=[N+](C)C)C=C2)c2ccc(N(C)C)cc2)cc1.[Cl-]
Basic Information
| ChEMBL ID | CHEMBL64894 |
| Name | GENTIAN VIOLET |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | ZXJXZNDDNMQXFV-UHFFFAOYSA-M |
| Therapeutic | ✓ Yes |
| Parent Compound | CHEMBL459265 |
| Active Moiety | CHEMBL459265 |
39
Targets
89
Activities
4
Assay Types
0
PK Parameters
20
Publications
23
Known Names
3
Indications
1
Mechanisms
Molecular Properties
372.5
MW (Da)
4.46
ALogP
2
HBA
0
HBD
9.5
PSA (Ų)
0.73
QED
0
Ro5 Violations
4
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1982 |
| Availability | Withdrawn |
| Chirality | Achiral |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| DNA inhibitor | INHIBITOR | DNA | ✓ | ✓ |
Indications
Candidiasis, Oral HIV Infections Hidradenitis Suppurativa
Drug Warnings
Withdrawn
gastrointestinal toxicity
Reports of adverse reactions and toxicity such as buccal ulceration, stomatitis, kerato-conjunctivitis. Studies have shown methylrosanilinium chloride to be a carcinogen in mice and it has been labell...
Withdrawn
carcinogenicity
Reports of adverse reactions and toxicity such as buccal ulceration, stomatitis, kerato-conjunctivitis. Studies have shown methylrosanilinium chloride to be a carcinogen in mice and it has been labell...
Withdrawn
gastrointestinal toxicity
Reports of adverse reactions and toxicity such as buccal ulceration, stomatitis, kerato-conjunctivitis. Studies have shown methylrosanilinium chloride to be a carcinogen in mice and it has been labell...
Withdrawn
occular toxicity
Reports of adverse reactions and toxicity such as buccal ulceration, stomatitis, kerato-conjunctivitis. Studies have shown methylrosanilinium chloride to be a carcinogen in mice and it has been labell...
Activity Summary
IC50 61 meas. best 6.73
Ki 25 meas. best 6.85
EC50 2 meas. best 7.66
Kd 1 meas. best 6.08
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Plasmodium falciparum CHEMBL364 | EC50 | 7.66 | 7.215 | 22.1 | 2 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | Ki | 6.85 | 6.85 | 140.0 | 1 |
| Unchecked CHEMBL612545 | IC50 | 6.73 | 6.1146 | 185.9 | 13 |
| Alpha-2A adrenergic receptor CHEMBL1867 | Ki | 6.7 | 6.7 | 201.0 | 1 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | Ki | 6.58 | 6.58 | 264.0 | 1 |
| Alpha-2C adrenergic receptor CHEMBL1916 | Ki | 6.56 | 6.56 | 274.0 | 1 |
| D(3) dopamine receptor CHEMBL234 | Ki | 6.55 | 6.55 | 282.0 | 1 |
| Deoxyribonuclease-1 CHEMBL3351219 | IC50 | 6.46 | 6.46 | 350.0 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | Ki | 6.42 | 6.42 | 384.0 | 1 |
| HeLa CHEMBL399 | IC50 | 6.4 | 6.4 | 400.0 | 1 |
| Unchecked CHEMBL612545 | Ki | 6.38 | 5.9033 | 419.0 | 3 |
| Epidermal growth factor receptor CHEMBL203 | IC50 | 6.33 | 6.33 | 473.0 | 1 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | Ki | 6.29 | 6.29 | 508.0 | 1 |
| Alpha-2A adrenergic receptor CHEMBL1867 | IC50 | 6.27 | 6.27 | 536.0 | 1 |
| Muscarinic acetylcholine receptor M5 CHEMBL2035 | IC50 | 6.27 | 6.27 | 535.0 | 1 |
| Substance-K receptor CHEMBL2327 | Ki | 6.25 | 6.25 | 560.0 | 1 |
| Alpha-2B adrenergic receptor CHEMBL1942 | Ki | 6.24 | 6.24 | 574.0 | 1 |
| Kappa-type opioid receptor CHEMBL237 | Ki | 6.21 | 6.21 | 616.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | Ki | 6.12 | 6.12 | 751.0 | 1 |
| Cytochrome P450 2D6 CHEMBL289 | IC50 | 6.08 | 6.08 | 824.4 | 1 |
| D(3) dopamine receptor CHEMBL234 | IC50 | 6.08 | 6.08 | 831.0 | 1 |
| Unchecked CHEMBL612545 | Kd | 6.08 | 6.08 | 830.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | Ki | 6.06 | 6.06 | 871.0 | 1 |
| Muscarinic acetylcholine receptor M3 CHEMBL245 | Ki | 6.04 | 6.04 | 918.0 | 1 |
| Histone deacetylase 6 CHEMBL1865 | IC50 | 6.02 | 6.02 | 953.2 | 1 |
| Alpha-1D adrenergic receptor CHEMBL223 | Ki | 6.01 | 6.01 | 973.0 | 1 |
| Muscarinic acetylcholine receptor M4 CHEMBL1821 | IC50 | 6.0 | 6.0 | 1005.0 | 1 |
| D(2) dopamine receptor CHEMBL217 | Ki | 5.97 | 5.97 | 1059.0 | 1 |
| RAW264.7 CHEMBL612557 | IC50 | 5.96 | 5.96 | 1100.0 | 1 |
| Muscarinic acetylcholine receptor M1 CHEMBL216 | IC50 | 5.96 | 5.96 | 1095.0 | 1 |
| Histamine H2 receptor CHEMBL1941 | Ki | 5.95 | 5.95 | 1136.0 | 1 |
| Histamine H2 receptor CHEMBL1941 | IC50 | 5.94 | 5.94 | 1155.0 | 1 |
| Alpha-2B adrenergic receptor CHEMBL1942 | IC50 | 5.9 | 5.9 | 1258.0 | 1 |
| SK-MEL-2 CHEMBL614917 | IC50 | 5.87 | 5.705 | 1360.0 | 2 |
| Muscarinic acetylcholine receptor M2 CHEMBL211 | IC50 | 5.84 | 5.84 | 1430.0 | 1 |
| Kappa-type opioid receptor CHEMBL237 | IC50 | 5.81 | 5.81 | 1540.0 | 1 |
| D(1A) dopamine receptor CHEMBL2056 | Ki | 5.81 | 5.81 | 1551.0 | 1 |
| Substance-K receptor CHEMBL2327 | IC50 | 5.78 | 5.78 | 1679.0 | 1 |
| Alpha-2C adrenergic receptor CHEMBL1916 | IC50 | 5.72 | 5.72 | 1884.0 | 1 |
| Adenosine receptor A2a CHEMBL251 | Ki | 5.72 | 5.72 | 1889.0 | 1 |
| Alpha-1D adrenergic receptor CHEMBL223 | IC50 | 5.7 | 5.7 | 1980.0 | 1 |
| Alpha-1B adrenergic receptor CHEMBL315 | Ki | 5.7 | 5.7 | 1990.0 | 1 |
| Trypanosoma cruzi CHEMBL368 | IC50 | 5.68 | 4.965 | 2100.0 | 4 |
| Tyrosine-protein kinase Fyn CHEMBL1841 | IC50 | 5.67 | 5.67 | 2148.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | IC50 | 5.67 | 5.67 | 2145.0 | 1 |
| Adenosine receptor A3 CHEMBL256 | Ki | 5.63 | 5.63 | 2355.0 | 1 |
| 5-hydroxytryptamine receptor 2A CHEMBL224 | IC50 | 5.58 | 5.58 | 2627.0 | 1 |
| D(1A) dopamine receptor CHEMBL2056 | IC50 | 5.51 | 5.51 | 3102.0 | 1 |
| D(2) dopamine receptor CHEMBL217 | IC50 | 5.5 | 5.5 | 3178.0 | 1 |
| Sodium-dependent dopamine transporter CHEMBL238 | Ki | 5.49 | 5.49 | 3233.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine