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Compound Detail

CHEMBL372764

PERIFOSINE
🧪 Phase III
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🧪 Phase III
CCCCCCCCCCCCCCCCCCOP(=O)([O-])OC1CC[N+](C)(C)CC1

Basic Information

ChEMBL ID CHEMBL372764
Name PERIFOSINE
Phase Phase III
Structure Type MOL
InChI Key SZFPYBIJACMNJV-UHFFFAOYSA-N

Known Names

AEZS-104 KRX-0401 NSC-639966 Perifosina Perifosine
11
Targets
35
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
20
Indications

Molecular Properties

461.7
MW (Da)
6.99
ALogP
4
HBA
0
HBD
58.6
PSA (Ų)
0.11
QED
1
Ro5 Violations
20
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -fos-; -fosine

Extended Properties

Molecular Formula C25H52NO4P
MW 461.67
Aromatic Rings 0
Heavy Atoms 31
NP-Likeness 0.35

Indications

Colorectal Neoplasms Multiple Myeloma Breast Neoplasms Carcinoma, Renal Cell Colonic Neoplasms Gastrointestinal Stromal Tumors Head and Neck Neoplasms Kidney Neoplasms Leukemia Leukemia, Lymphocytic, Chronic, B-Cell Lymphoma Melanoma Pancreatic Neoplasms Prostatic Neoplasms Prostatic Neoplasms, Castration-Resistant Sarcoma Waldenstrom Macroglobulinemia Astrocytoma Brain Neoplasms Carcinoma, Non-Small-Cell Lung

Activity Summary

IC50 34 meas. best 7.3
EC50 1 meas. best 5.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ubiquitin carboxyl-terminal hydrolase isozyme L3
CHEMBL6195
IC50 7.3 7.3 50.0 1
Telomerase reverse transcriptase
CHEMBL2916
IC50 6.74 6.74 184.0 10
Unchecked
CHEMBL612545
IC50 6.07 5.4863 851.9 8
Mitogen-activated protein kinase 14
CHEMBL260
IC50 5.92 5.92 1200.0 1
Leishmania donovani
CHEMBL367
EC50 5.52 5.52 3020.0 1
A549
CHEMBL392
IC50 5.38 5.2333 4170.0 3
Leishmania infantum
CHEMBL612848
IC50 5.38 5.0833 4200.0 3
RBL-2H3
CHEMBL614632
IC50 5.3 5.3 5000.0 1
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 5.28 4.82 5300.0 2
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.89 4.89 12800.0 2
MCF7
CHEMBL387
IC50 4.88 4.6267 13300.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Ubiquitin carboxyl-terminal hydrolase isozyme L3 IC50 = 50.0 nM 7.3 Inhibition of UCHL3 (unknown origin) assessed as reduction in RAD51 deubiquitina... 34752952
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human NCI-H2882 cells by droplet-digital TR... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC38 cells by droplet-digital TRAP P... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human NCI-H1819 cells by droplet-digital TR... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human NCI-H1993 cells by droplet-digital TR... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human NCI-H2009 cells by droplet-digital TR... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC827 cells by droplet-digital TRAP ... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC515 cells by droplet-digital TRAP ... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC4017 cells by droplet-digital TRAP... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC2429 cells by droplet-digital TRAP... 36669398
Telomerase reverse transcriptase IC50 = 184.0 nM 6.74 Inhibition of telomerase activity in human HCC15 cells by droplet-digital TRAP P... 36669398
Unchecked IC50 = 851.9 nM 6.07 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Mitogen-activated protein kinase 14 IC50 = 1200.0 nM 5.92 Inhibition of wild-type human P38alpha MAPK expressed in Escherichia coli Rosett... 31274316
Unchecked IC50 = 2099.2 nM 5.68 PubChem BioAssay. RKO viability from Cell TiterGlo-IC50. (Class of assay: conf... -
Unchecked IC50 = 2358.0 nM 5.63 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Leishmania donovani EC50 = 3020.0 nM 5.52 Antileishmanial activity against Leishmania donovani MHOM/ET/67/HU3 promastigote... 17908944
Unchecked IC50 = 3170.4 nM 5.5 PubChem BioAssay. HCT116 viability from Cell TiterGlo-IC50. (Class of assay: c... -
Leishmania infantum IC50 = 4200.0 nM 5.38 Antileishmanial activity against GFP-tagged at NH2 terminus Leishmania infantum ... 18644961
A549 IC50 = 4170.0 nM 5.38 Cytotoxicity against human A549 cells after 24 to 72 hrs by haemocytometry 24900620
Unchecked IC50 = 4700.0 nM 5.33 Inhibition of AKT (unknown origin) 38295689

Literature References

Data from ChEMBL 36 via Core Engine