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Compound Detail

CHEMBL1448187

FLUPHENAZINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
Cl.Cl.OCCN1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1448187
Name FLUPHENAZINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key MBHNWCYEGXQEIT-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL726
Active Moiety CHEMBL726

Known Names

Anatensol Dapotum Fluphenazine dihydrochloride Fluphenazine hcl Fluphenazine hydrochloride Fluphenazini hydrochloridum Moditen NSC-179197 Permitil Prolixin SQUIBB 4918
2
Targets
9
Activities
1
Assay Types
0
PK Parameters
18
Publications
11
Known Names
2
Indications
1
Mechanisms

Molecular Properties

437.5
MW (Da)
4.31
ALogP
5
HBA
1
HBD
29.9
PSA (Ų)
0.73
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1959
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Black Box Warning

Extended Properties

Molecular Formula C22H28Cl2F3N3OS
MW 510.45
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -1.28

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Dopamine D2 receptor antagonist ANTAGONIST D(2) dopamine receptor ✓ ✓

Indications

Psychotic Disorders Multiple Myeloma

Drug Warnings

Black Box Warning
General Warning
Country: United States

Activity Summary

IC50 9 meas. best 5.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 5.9 5.4429 1258.9 7
SARS-CoV-2
CHEMBL4303835
 IC50 5.2 5.125 6360.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 1258.93 nM 5.9 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Plasmodium falciparum IC50 = 2511.89 nM 5.6 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3162.28 nM 5.5 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 3981.07 nM 5.4 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 6309.57 nM 5.2 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
SARS-CoV-2 IC50 = 6360.0 nM 5.2 IC50 determination at MOI 0.004 using CellTiter- Glo (CTG) assay, performed 3 da... -
SARS-CoV-2 IC50 = 8980.0 nM 5.05 IC50 determination at MOI 0.01 using CellTiter- Glo (CTG) assay, performed 3 day... -
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910

Literature References

PubMed DOI Target Context # Activities
950658 10.1021/jm00228a026 Rattus norvegicus 10
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.1101/2020.03.25.008482 ADMET 2
- 10.1101/2020.03.25.008482 Vero C1008 2
- 10.1101/2020.03.25.008482 SARS-CoV-2 2
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
17417631 10.1038/nchembio873 Unchecked 1
- 10.6019/CHEMBL4513141 Candida albicans 1
- 10.6019/CHEMBL4513141 Cryptococcus neoformans 1
- 10.6019/CHEMBL4513141 Escherichia coli 1
- 10.6019/CHEMBL4513141 Klebsiella pneumoniae 1
- 10.6019/CHEMBL4513141 Pseudomonas aeruginosa 1
- 10.6019/CHEMBL4513141 Acinetobacter baumannii 1
- 10.6019/CHEMBL4513141 Staphylococcus aureus 1
- 10.6019/EOS300108 HepG2 1

Data from ChEMBL 36 via Core Engine