General
Preferred name
ketoconazole
Synonyms
NSC-317629 ()
Nizoral ()
Nizoral A-D ()
Xolegel ()
J02AB02 ()
Dandrid ()
Ketopine ()
R 41,400 ()
Extina ()
R-41400 ()
Nizoral anti-dandruff ()
Ketoconazolum ()
Ketozole ()
Panfungol ()
Daktarin Gold ()
Nizorelle ()
Ketosidin ()
Daktarin Intensiv ()
Dandrazol ()
Ketoconazole ()
P&D ID
PD009589
CAS
79156-75-5
65277-42-1
Tags
natural product
drug
available
Approved by
FDA
First approval
1981
Drug Status
investigational
approved
withdrawn
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION The approved drug ketoconazole is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture. The non-isomeric structure is also represented in the PubChem and ChEBI entries linked to above, while the two enantiomers forming the racemate are represented by CID 456201 and CID 47576. The ChEMBL entry represents the 2S,4R enantiomer.
DESCRIPTION The approved drug ketoconazole is a racemic mixture of two enantiomers. The structure shown here does not specify stereochemistry and represents the mixture. The non-isomeric structure is also represented in the PubChem and ChEBI entries in the Database Links table, while the two enantiomers forming the racemate are represented by CID 456201 and CID 47576. The ChEMBL entry represents the 2S,4R enantiomer. (GtoPdb)
Cell lines
1
Organisms
22
Compound Sets
13
ChEMBL Approved Drugs
CHEMBL157101
ChEMBL Drugs
CHEMBL157101
Concise Guide to Pharmacology 2019/20
2568
Concise Guide to Pharmacology 2021/22
2568
Concise Guide to Pharmacology 2023/24
2568
DrugBank
DB01026
DrugBank Approved Drugs
DB01026
DrugCentral
1527
DrugCentral Approved Drugs
1527
DrugMatrix
Guide to Pharmacology
2568
Ki Database
Ketoconazole
Pandemic Response Box
External IDs
35
Properties
(calculated by RDKit )
Molecular Weight
530.15
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
0
Rotatable Bonds
7
Ring Count
5
Aromatic Ring Count
3
cLogP
4.21
TPSA
69.06
Fraction CSP3
0.38
Chiral centers
2.0
Largest ring
6.0
QED
0.46
Structural alerts
1
anil_di_alk_C(246)
c:1:c:c(:c:c:c:1-[#8]-[#6;X4])-[#7;$([#7!H0]-[#6;X4]),$([#7](-[#6;X4])-[#6;X4])]
PAINS Family A
Related compounds
Custom attributes
(extracted from source data)
Source data