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Compound Detail

CHEMBL241806

TEPHROSIN
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COc1cc2c(cc1OC)[C@]1(O)C(=O)c3ccc4c(c3O[C@@H]1CO2)C=CC(C)(C)O4
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL241806
Name TEPHROSIN
Phase Preclinical
Structure Type MOL
InChI Key AQBZCCQCDWNNJQ-AUSIDOKSSA-N
9
Targets
17
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

410.4
MW (Da)
3.11
ALogP
7
HBA
1
HBD
83.5
PSA (Ų)
0.81
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C23H22O7
MW 410.42
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness 2.55

Activity Summary

IC50 17 meas. best 7.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.11 6.41 77.5 4
Human orthopneumovirus
CHEMBL613127
 IC50 6.1 6.1 800.0 1
B16
CHEMBL381
 IC50 5.87 5.87 1350.0 1
HepG2
CHEMBL395
 IC50 5.87 5.87 1350.0 1
Lewis lung carcinoma cell line
CHEMBL614088
 IC50 5.87 5.87 1350.0 1
697
CHEMBL2366253
 IC50 5.27 5.16 5400.0 2
U-937
CHEMBL612794
 IC50 5.14 4.7667 7300.0 3
Plasmodium falciparum
CHEMBL364
 IC50 4.92 4.9 12050.0 2
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.86 4.86 13900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 77.5 nM 7.11 Inhibition of complex 1 in bovine heart mitochondrial membranes in presence of N... 32459967
Unchecked IC50 = 110.0 nM 6.96 Inhibition of TNF-alpha-induced NF-kappaB activation in human HeLa cells by SEAP... 18841906
Human orthopneumovirus IC50 = 800.0 nM 6.1 Antiviral activity against Human respiratory syncytial virus infected in human H... 38579352
B16 IC50 = 1350.0 nM 5.87 Cytotoxicity against mouse B16 cells assessed as reduction in cell viability by ... 28665590
Lewis lung carcinoma cell line IC50 = 1350.0 nM 5.87 Cytotoxicity against mouse LL/2 cells assessed as reduction in cell viability by... 28665590
Unchecked IC50 = 1350.0 nM 5.87 Cytotoxicity against mouse C26 cells assessed as reduction in cell viability by ... 28665590
HepG2 IC50 = 1350.0 nM 5.87 Cytotoxicity against human HepG2 cells assessed as reduction in cell viability b... 28665590
Unchecked IC50 = 2000.0 nM 5.7 Inhibition of LPS-induced NF-kappaB activation in mouse RAW264.7 cells by SEAP r... 18841906
697 IC50 = 5400.0 nM 5.27 Cytotoxicity against human 697 cells after 48 hrs by MTS assay 23895019
U-937 IC50 = 7300.0 nM 5.14 Antiproliferative activity against human U937 cells after 72 hrs by WST-8 assay 17158054
697 IC50 = 9000.0 nM 5.05 Cytotoxicity against human 697 cells after 72 hrs by MTS assay 23895019
Plasmodium falciparum IC50 = 12050.0 nM 4.92 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 ... 26651537
Plasmodium falciparum IC50 = 13270.0 nM 4.88 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 26651537
NON-PROTEIN TARGET IC50 = 13900.0 nM 4.86 Cytotoxicity against mouse Hepa-1c1c7 cells 23895019
U-937 IC50 = 23000.0 nM 4.64 Antiproliferative activity against human U937 cells after 48 hrs by WST-8 assay 17158054
U-937 IC50 = 30000.0 nM 4.52 Antiproliferative activity against human U937 cells after 24 hrs by WST-8 assay 17158054

Literature References

PubMed DOI Target Context # Activities
17158054 10.1016/j.bmc.2006.09.024 HT-1080 30
27584977 10.1021/acs.jnatprod.6b00444 NON-PROTEIN TARGET 7
8350086 10.1021/np50096a006 Raji 7
22970736 10.1021/jf3032217 Callosobruchus maculatus 6
18841906 10.1021/np800383q MCF7 6
17158054 10.1016/j.bmc.2006.09.024 HL-60 4
23895019 10.1021/np400567c 697 4
8350086 10.1021/np50096a006 Unchecked 4
17158054 10.1016/j.bmc.2006.09.024 U-937 3
18841906 10.1021/np800383q Unchecked 3
28665590 10.1021/acs.jnatprod.7b00255 Unchecked 2
26651537 10.1021/acs.jnatprod.5b00581 Plasmodium falciparum 2
38579352 10.1021/acs.jnatprod.3c01288 HEp-2 2
8350086 10.1021/np50096a006 Mus musculus 2
30910460 10.1016/j.bmcl.2019.03.024 Acetylcholinesterase 2
30910460 10.1016/j.bmcl.2019.03.024 Cholinesterase 2
23895019 10.1021/np400567c Unchecked 2
23895019 10.1021/np400567c Raji 2
8326318 10.1021/np50095a005 A549 1
8326318 10.1021/np50095a005 P388 1

Data from ChEMBL 36 via Core Engine