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Compound Detail

CHEMBL1200493

NAFTIFINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CN(C/C=C/c1ccccc1)Cc1cccc2ccccc12.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1200493
Name NAFTIFINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key OLUNPKFOFGZHRT-YGCVIUNWSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL626
Active Moiety CHEMBL626

Known Names

AW 105-843 NAFT-900 NAFT900 Naftifine hcl Naftifine hydrochloride Naftin NSC-760068
2
Targets
3
Activities
1
Assay Types
3
PK Parameters
17
Publications
7
Known Names
2
Indications
1
Mechanisms

Molecular Properties

287.4
MW (Da)
4.99
ALogP
1
HBA
0
HBD
3.2
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1988
Availability Prescription
Chirality Achiral

Routes of Administration

Topical
USAN Year 1981

Extended Properties

Molecular Formula C21H22ClN
MW 323.87
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness -0.56

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Squalene monooxygenase inhibitor INHIBITOR Squalene monooxygenase ✓ ✓

Indications

Tinea Cruris Tinea Pedis

Activity Summary

IC50 3 meas. best 6.53

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Staphylococcus aureus
CHEMBL352
 IC50 6.53 6.53 296.0 1
4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming)
CHEMBL3813586
 IC50 6.53 5.79 296.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 54.67 mL.min-1.kg-1 Rattus norvegicus
F 0.85 % Rattus norvegicus
T1/2 1.13 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Staphylococcus aureus IC50 = 296.0 nM 6.53 Inhibition of staphyloxanthin pigment formation in Staphylococcus aureus Newman ... 26999509
4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) IC50 = 296.0 nM 6.53 Inhibition of diapophytoene desaturase in Staphylococcus aureus Newman assessed ... 27139780
4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) IC50 = 8830.0 nM 5.05 Inhibition of Staphylococcus aureus Newman 6His-tagged CrtN expressed in Escheri... 26999509

Literature References

PubMed DOI Target Context # Activities
26999509 10.1021/acs.jmedchem.5b01984 Rattus norvegicus 5
26999509 10.1021/acs.jmedchem.5b01984 4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) 2
27139780 10.1021/acs.jmedchem.6b00122 4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) 2
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
29328999 10.1016/j.ejmech.2017.12.090 4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) 1
28880552 10.1021/acs.jmedchem.7b00949 4,4'-diapophytoene desaturase (4,4'-diaponeurosporene-forming) 1
27139780 10.1021/acs.jmedchem.6b00122 Trichophyton verrucosum 1
27139780 10.1021/acs.jmedchem.6b00122 Trichophyton mentagrophytes 1
27139780 10.1021/acs.jmedchem.6b00122 Nannizzia gypsea 1
27139780 10.1021/acs.jmedchem.6b00122 Trichophyton rubrum 1
27139780 10.1021/acs.jmedchem.6b00122 Staphylococcus aureus 1
26999509 10.1021/acs.jmedchem.5b01984 Staphylococcus aureus 1
26999509 10.1021/acs.jmedchem.5b01984 Trichophyton verrucosum 1
26999509 10.1021/acs.jmedchem.5b01984 Trichophyton mentagrophytes 1
26999509 10.1021/acs.jmedchem.5b01984 Nannizzia gypsea 1
26999509 10.1021/acs.jmedchem.5b01984 Trichophyton rubrum 1
26999509 10.1021/acs.jmedchem.5b01984 No relevant target 1

Data from ChEMBL 36 via Core Engine