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Compound Detail

CHEMBL449782

CEPHARANTHINE
🧪 Phase II
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🧪 Phase II
COc1ccc2cc1Oc1ccc(cc1)C[C@H]1c3c(cc4c(c3Oc3cc5c(cc3OC)CCN(C)[C@@H]5C2)OCO4)CCN1C

Basic Information

ChEMBL ID CHEMBL449782
Name CEPHARANTHINE
Phase Phase II
Structure Type MOL
InChI Key YVPXVXANRNDGTA-WDYNHAJCSA-N

Known Names

(+)-cepharanthine Cepharanthine NSC-623442
15
Targets
37
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names
1
Indications

Molecular Properties

606.7
MW (Da)
6.87
ALogP
8
HBA
0
HBD
61.9
PSA (Ų)
0.25
QED
2
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C37H38N2O6
MW 606.72
Aromatic Rings 4
Heavy Atoms 45
NP-Likeness 1.78

Indications

Severe Acute Respiratory Syndrome

Activity Summary

IC50 30 meas. best 7.22
Ki 4 meas. best 5.96
EC50 3 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
IC50 7.22 7.22 60.0 1
SARS-CoV-2
CHEMBL4303835
EC50 7.0 6.505 100.0 2
Replicase polyprotein 1ab
CHEMBL4523582
IC50 7.0 7.0 100.0 1
SARS-CoV-2
CHEMBL4303835
IC50 6.84 6.1167 143.0 6
Plasmodium falciparum
CHEMBL364
IC50 6.64 6.39 231.0 3
Unchecked
CHEMBL612545
IC50 6.51 5.5154 308.0 13
Angiotensin-converting enzyme 2
CHEMBL3736
EC50 6.46 6.46 350.0 1
ECa-109 cell line
CHEMBL614668
IC50 6.36 6.36 436.7 1
Small conductance calcium-activated potassium channel protein 3
CHEMBL3381
Ki 5.96 5.96 1091.0 1
Small conductance calcium-activated potassium channel protein 2
CHEMBL4469
Ki 5.88 5.88 1318.0 1
MCF7
CHEMBL387
IC50 5.54 5.54 2900.0 1
SW480
CHEMBL612544
IC50 5.33 5.33 4700.0 1
A549
CHEMBL392
IC50 5.3 5.3 5000.0 1
Trypanothione reductase
CHEMBL5131
Ki 5.12 4.705 7600.0 2
HL-60
CHEMBL383
IC50 5.04 5.04 9200.0 1
SMMC-7721
CHEMBL613831
IC50 5.0 5.0 9900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus IC50 = 60.0 nM 7.22 Antiviral activity against HCV infected in human Huh-7.5.1 cells assessed as red... 37229831
SARS-CoV-2 EC50 = 100.0 nM 7.0 Antiviral activity against SARS-CoV-2 Omicron BA1 variant infected in human A549... 37229831
Replicase polyprotein 1ab IC50 = 100.0 nM 7.0 Inhibition of SARS CoV-2 main protease 38056300
SARS-CoV-2 IC50 = 143.0 nM 6.84 Antiviral activity against SARS-CoV-2 infected in HEK293T cells expressing ACE2/... 37043739
Plasmodium falciparum IC50 = 231.0 nM 6.64 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D6 i... 9917283
SARS-CoV-2 IC50 = 240.0 nM 6.62 Antiviral activity against SARS-CoV-2 infected in human A549-ACE2 cells 37229831
SARS-CoV-2 IC50 = 240.0 nM 6.62 Antiviral activity against SARS-CoV-2 in human A549-ACE2 cells assessed as reduc... 37229831
Unchecked IC50 = 308.03 nM 6.51 PubChem BioAssay. SW480 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Angiotensin-converting enzyme 2 EC50 = 350.0 nM 6.46 Inhibition of ACE2 (unknown origin) 37229831
ECa-109 cell line IC50 = 436.7 nM 6.36 Reversal of VCR -resistance in human Eca-109 cells assessed as cell viability at... 36892076
Plasmodium falciparum IC50 = 478.0 nM 6.32 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 i... 9917283
Plasmodium falciparum IC50 = 610.0 nM 6.21 Antimalarial activity against Plasmodium falciparum W2 19299148
SARS-CoV-2 EC50 = 980.0 nM 6.01 Antiviral activity against SARS-Co-V-2 infected in Vero E6 cells assessed as red... 37229831
Small conductance calcium-activated potassium channel protein 3 Ki = 1091.0 nM 5.96 Displacement of [125I]apamin from human SK3 expressed in HEK293 cells assessed a... 38352826
Small conductance calcium-activated potassium channel protein 2 Ki = 1318.0 nM 5.88 Displacement of [125I]apamin from human SK2 expressed in HEK293 cells assessed a... 38352826
Unchecked IC50 = 1364.52 nM 5.87 PubChem BioAssay. HT-29 viability from Cell TiterGlo-IC50. (Class of assay: co... -
Unchecked IC50 = 1426.24 nM 5.85 PubChem BioAssay. Colo320 viability from Cell TiterGlo-IC50. (Class of assay: ... -
Unchecked IC50 = 1530.0 nM 5.82 Inhibition of Ebolavirus glycoprotein/matrix protein VP40 entry in human HeLa ce... 29624387
SARS-CoV-2 IC50 = 1900.0 nM 5.72 Antiviral activity against SARS-CoV-2 B.1 infected in Green monkey VeroE6/TMPRSS... 37229831
Unchecked IC50 = 2049.4 nM 5.69 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -

Literature References

Data from ChEMBL 36 via Core Engine