Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL37736

LIRIODENINE
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3

Basic Information

ChEMBL ID CHEMBL37736
Name LIRIODENINE
Phase Preclinical
Structure Type MOL
InChI Key MUMCCPUVOAUBAN-UHFFFAOYSA-N
17
Targets
22
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

275.3
MW (Da)
3.17
ALogP
4
HBA
0
HBD
48.4
PSA (Ų)
0.49
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C17H9NO3
MW 275.26
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 1.11

Activity Summary

IC50 22 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Molecular identity unknown
CHEMBL612546
IC50 6.22 6.22 600.0 1
RAW264.7
CHEMBL612557
IC50 5.86 5.1 1390.0 3
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL3762
IC50 5.6 5.6 2500.0 1
NCI-H460
CHEMBL396
IC50 5.3 5.3 5000.0 1
BV-2
CHEMBL614781
IC50 5.3 5.3 5000.0 1
SF-268
CHEMBL613977
IC50 5.3 5.3 5000.0 1
KB
CHEMBL398
IC50 5.3 5.3 5000.0 1
MCF7
CHEMBL387
IC50 5.3 5.3 5000.0 1
K562
CHEMBL385
IC50 5.3 5.3 5000.0 1
HL-60
CHEMBL383
IC50 5.26 5.26 5500.0 1
HepG2
CHEMBL395
IC50 5.08 5.08 8300.0 1
Leishmania guyanensis
CHEMBL612793
IC50 4.67 4.67 21500.0 1
Sodium-dependent dopamine transporter
CHEMBL338
IC50 4.51 4.51 31000.0 2
Unchecked
CHEMBL612545
IC50 4.46 4.355 34800.0 2
Leishmania braziliensis
CHEMBL612878
IC50 4.23 4.23 58500.0 1
D(2) dopamine receptor
CHEMBL339
IC50 4.23 4.23 59000.0 1
D(1A) dopamine receptor
CHEMBL265
IC50 4.12 4.12 75000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Molecular identity unknown IC50 = 600.0 nM 6.22 Inhibition of Wnt signalling in human STF/293 cells assessed as suppression of T... 27490091
RAW264.7 IC50 = 1390.0 nM 5.86 Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells incubated for... 33454546
Voltage-dependent L-type calcium channel subunit alpha-1C IC50 = 2500.0 nM 5.6 Inhibition of Cav1.2 calcium current measured using whole cell patch clamp in ra... -
KB IC50 = 5000.0 nM 5.3 Cytotoxicity against human KB cells after 3 days by sulforhodamine B assay 19874044
MCF7 IC50 = 5000.0 nM 5.3 Cytotoxicity against human MCF7 cells after 3 days by sulforhodamine B assay 19874044
NCI-H460 IC50 = 5000.0 nM 5.3 Cytotoxicity against human NCI-H460 cells after 3 days by sulforhodamine B assay 19874044
SF-268 IC50 = 5000.0 nM 5.3 Cytotoxicity against human SF268 cells after 3 days by sulforhodamine B assay 19874044
K562 IC50 = 5000.0 nM 5.3 Cytotoxicity against human K562 cells assessed as reduction in cell viability in... 27300257
BV-2 IC50 = 5000.0 nM 5.3 Antineuroinflammatory activity against mouse BV2 cells assessed as inhibition of... 33822610
HL-60 IC50 = 5500.0 nM 5.26 Cytotoxicity against human HL-60 cells assessed as reduction in cell viability i... 27300257
HepG2 IC50 = 8300.0 nM 5.08 Cytotoxicity against human HepG2 cells assessed as reduction in cell viability i... 27300257
RAW264.7 IC50 = 10500.0 nM 4.98 Antiinflammatory activity in mouse RAW264.7 assessed as inhibition of LPS-induce... 33939429
Leishmania guyanensis IC50 = 21500.0 nM 4.67 Antileishmanial activity against Leishmania guyanensis MHOM/BR/95/IOCL-2092 prom... 16499336
Sodium-dependent dopamine transporter IC50 = 31000.0 nM 4.51 Displacement of [3H]DA from rat DAT 17228858
Sodium-dependent dopamine transporter IC50 = 31200.0 nM 4.51 Inhibition of dopamine transporter-mediated [3H]dopamine uptake in Wistar rat st... 8676127
RAW264.7 IC50 = 34700.0 nM 4.46 Inhibition of LPS-stimulated nitric oxide production in mouse RAW264.7 cells inc... 32247751
Unchecked IC50 = 34800.0 nM 4.46 Cytotoxicity against human PBMC cells assessed as reduction in cell viability in... 27300257
Unchecked IC50 = 56800.0 nM 4.25 Inhibition of alpha-glucosidase (unknown origin) using p-nitrophenyl alpha-D-glu... 32247751
D(2) dopamine receptor IC50 = 59000.0 nM 4.23 Displacement of [3H]raclopride from rat dopamine D2 receptor 17228858
Leishmania braziliensis IC50 = 58500.0 nM 4.23 Antileishmanial activity against Leishmania braziliensis MHOM/BR/95/IOCL-2033 pr... 16499336

Literature References

PubMed DOI Target Context # Activities
27490091 10.1021/acs.jnatprod.6b00409 Molecular identity unknown 5
8158166 10.1021/np50103a009 Saccharomyces cerevisiae 4
9214740 10.1021/np9700735 NON-PROTEIN TARGET 4
12088427 10.1021/np0200717 Staphylococcus aureus 4
9584402 10.1021/np970382v Poliovirus 2 3
20476748 10.1021/np100013r Staphylococcus aureus 3
33939429 10.1021/acs.jnatprod.1c00146 RAW264.7 2
8699188 10.1021/np960223w Leishmania donovani 2
8699188 10.1021/np960223w Leishmania amazonensis 2
12088427 10.1021/np0200717 Cryptococcus neoformans 2
9584402 10.1021/np970382v Vero 2
2778448 10.1021/np50063a002 NON-PROTEIN TARGET 2
12088427 10.1021/np0200717 Candida albicans 2
20476748 10.1021/np100013r Candida dubliniensis 2
33822610 10.1021/acs.jnatprod.1c00055 BV-2 2
8676127 10.1021/np50124a001 Unchecked 2
8699188 10.1021/np960223w Trypanosoma cruzi 1
28628823 10.1016/j.ejmech.2017.06.005 Mycobacterium tuberculosis 1
2292689 10.1021/np50071a028 KB 1
3437284 10.1021/np50053a020 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine