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

CHEMBL562

GRISEOFULVIN
💊 Approved Drug
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
💊 Approved Drug
COC1=CC(=O)C[C@@H](C)[C@]12Oc1c(Cl)c(OC)cc(OC)c1C2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL562
Name GRISEOFULVIN
Phase Approved
Structure Type MOL
InChI Key DDUHZTYCFQRHIY-RBHXEPJQSA-N
Therapeutic ✓ Yes

Known Names

Fulcin Fulcin 125 Fulcin 500 Fulsovin Fulvicin p/g Fulvicin p/g 165 Fulvicin p/g 330 Fulvicin-u/f Grifulvin v Gris-peg Grisactin Grisactin ultra +18 more
20
Targets
29
Activities
2
Assay Types
11
PK Parameters
20
Publications
30
Known Names
5
Indications
1
Mechanisms

Molecular Properties

352.8
MW (Da)
2.81
ALogP
6
HBA
0
HBD
71.1
PSA (Ų)
0.83
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1962
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Natural Product

Extended Properties

Molecular Formula C17H17ClO6
MW 352.77
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 1.95

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Candidiasis Infections Tinea Tinea Capitis Tinea Pedis

ATC Classification

D01AA08
griseofulvin
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE
D01BA01
griseofulvin
Level 1: DERMATOLOGICALS
Level 2: ANTIFUNGALS FOR DERMATOLOGICAL USE

Activity Summary

IC50 28 meas. best 7.24
Kd 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trichophyton mentagrophytes
CHEMBL613162
 IC50 7.24 7.24 58.0 1
Trichophyton rubrum
CHEMBL612649
 IC50 6.42 6.42 380.0 1
MDA-MB-435
CHEMBL614697
 IC50 5.19 5.19 6400.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.19 4.76 6400.0 4
Solute carrier family 22 member 1
CHEMBL5685
 IC50 5.14 5.14 7300.0 1
V79
CHEMBL614074
 IC50 5.1 5.1 8000.0 1
CCRF-CEM
CHEMBL382
 IC50 5.0 5.0 10000.0 1
Huh7.5.1
CHEMBL4483247
 IC50 5.0 5.0 10000.0 1
MCF7
CHEMBL387
 IC50 4.86 4.86 13900.0 1
MDA-MB-231
CHEMBL400
 IC50 4.75 4.65 18000.0 3
U2OS
CHEMBL615023
 IC50 4.65 4.65 22400.0 2
Unchecked
CHEMBL612545
 IC50 4.62 4.62 24000.0 1
HeLa
CHEMBL399
 IC50 4.6 4.44 25000.0 3
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 4.4 4.4 39970.0 1
OVCAR-3
CHEMBL614213
 IC50 4.31 4.31 48500.0 1
Lanosterol 14-alpha demethylase
CHEMBL3849
 IC50 4.3 4.3 50000.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.12 4.12 75120.0 1
Human immunodeficiency virus 1
CHEMBL378
 IC50 4.06 4.06 87100.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 4.06 4.06 87310.0 1
Leishmania donovani
CHEMBL367
 IC50 4.06 4.06 87030.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 8618.89 ng.hr.mL-1 Homo sapiens
AUC 9023.71 ng.hr.mL-1 Homo sapiens
Cmax 1702.53 nM Homo sapiens
Cmax 1906.62 nM Homo sapiens
F 95.0 % Homo sapiens
Fu 0.216 - Rattus norvegicus
Fu 0.427 - Mus musculus
T1/2 0.9667 hr Rattus norvegicus
T1/2 0.6167 hr Mus musculus
Tmax 4.04 hr Homo sapiens
Tmax 3.08 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trichophyton mentagrophytes IC50 = 58.0 nM 7.24 Antifungal activity against Trichophyton mentagrophytes IBT 2724 after 7 days by... 22191585
Trichophyton rubrum IC50 = 380.0 nM 6.42 Antifungal activity against Trichophyton rubrum IBT 29284 after 7 days by micro ... 22191585
NON-PROTEIN TARGET IC50 = 6400.0 nM 5.19 Antiproliferative activity against exponentially growing adherent human SCC114 c... 25872984
MDA-MB-435 IC50 = 6400.0 nM 5.19 Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viabil... 28802670
Solute carrier family 22 member 1 IC50 = 7300.0 nM 5.14 Inhibition of human OCT1 expressed in HEK293 cells assessed as decrease in uptak... 28230985
V79 IC50 = 8000.0 nM 5.1 Cytotoxicity against Chinese hamster V79 cells 22191585
CCRF-CEM IC50 = 10000.0 nM 5.0 Cytotoxicity against human CEM cells after 96 hrs 16124785
Huh7.5.1 IC50 = 10000.0 nM 5.0 Cytotoxicity against human Huh7.5.1 cells assessed as reduction in cell viabilit... 28802670
MCF7 IC50 = 13900.0 nM 4.86 Cytotoxicity against human MCF7 cells after 3 days by sulforhodamine B assay 28409637
MDA-MB-231 IC50 = 18000.0 nM 4.75 Cytotoxicity against human MDA-MB-231 cells assessed as cell viability after 48 ... 22191585
NON-PROTEIN TARGET IC50 = 20000.0 nM 4.7 Cytotoxicity against human SCC114 cells by phenotype-based spindle multipolarity... 22191585
NON-PROTEIN TARGET IC50 = 20520.0 nM 4.69 DNDI: Cytotoxicity in Vitro, 72 hour, in rat skeletal myoblast cells -
U2OS IC50 = 22440.0 nM 4.65 Cytotoxicity against human U2OS cells assessed as reduction in cell viability af... 27061984
U2OS IC50 = 22400.0 nM 4.65 Antiproliferative activity against human U2OS cells after 72 hrs by CellTiter-Gl... 28258034
Unchecked IC50 = 24000.0 nM 4.62 Inhibition of centrosomal clustering in human SCC114 cells expressing GFPalpha-t... 19402668
HeLa IC50 = 25000.0 nM 4.6 Cytotoxicity against human HeLa cells 22191585
MDA-MB-231 IC50 = 25330.0 nM 4.6 Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viabil... 27061984
MDA-MB-231 IC50 = 25000.0 nM 4.6 Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by CellTi... 28258034
HeLa IC50 = 25000.0 nM 4.6 Antimitotic activity against human HeLa cells 32652407
NON-PROTEIN TARGET IC50 = 35000.0 nM 4.46 Cytotoxicity against human SCC114 cells assessed as reduction in cell viability ... 27061984

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1444
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
- 10.5281/zenodo.13943903 ADMET 89
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
17959273 10.1016/j.ejmech.2007.08.007 Aspergillus niger 6
17959273 10.1016/j.ejmech.2007.08.007 Macrophomina phaseolina 6
17959273 10.1016/j.ejmech.2007.08.007 Escherichia coli 6
17959273 10.1016/j.ejmech.2007.08.007 Bacillus 6
27584856 10.1021/acs.jnatprod.6b00011 Molecular identity unknown 5
21507638 10.1016/j.bmcl.2011.03.080 Trichophyton mentagrophytes 4
21507638 10.1016/j.bmcl.2011.03.080 Talaromyces marneffei 4
21507638 10.1016/j.bmcl.2011.03.080 Aspergillus fumigatus 4
20172722 10.1016/j.bmcl.2010.01.126 Aspergillus fumigatus 4
20172722 10.1016/j.bmcl.2010.01.126 Trichophyton mentagrophytes 4
21507638 10.1016/j.bmcl.2011.03.080 Candida albicans 4
17620378 10.1128/aac.00654-07 Colletotrichum graminicola 4
20172722 10.1016/j.bmcl.2010.01.126 Candida albicans 4

Data from ChEMBL 36 via Core Engine