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Compound Detail

CHEMBL349609

ARBORININE
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COc1cc2c(c(O)c1OC)c(=O)c1ccccc1n2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL349609
Name ARBORININE
Phase Preclinical
Structure Type MOL
InChI Key ATBZZQPALSPNMF-UHFFFAOYSA-N
13
Targets
14
Activities
2
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

285.3
MW (Da)
2.41
ALogP
5
HBA
1
HBD
60.7
PSA (Ų)
0.73
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 C16H15NO4
MW 285.30
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness 0.71

Activity Summary

IC50 12 meas. best 6.62
Ki 2 meas. best 5.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.62 6.62 240.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
 IC50 6.4 6.4 400.0 1
MCF7
CHEMBL387
 IC50 5.74 5.74 1840.0 1
HeLa
CHEMBL399
 IC50 5.74 5.74 1840.0 1
A-431
CHEMBL614069
 IC50 5.74 5.74 1840.0 1
SGC-7901
CHEMBL614909
 IC50 5.71 5.71 1960.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.42 5.225 3850.0 2
Adenosine receptor A2a
CHEMBL302
 Ki 5.19 5.19 6470.0 1
Adenosine receptor A1
CHEMBL318
 Ki 4.9 4.9 12700.0 1
A549
CHEMBL392
 IC50 4.46 4.46 35000.0 1
Heme
CHEMBL4651321
 IC50 4.38 4.38 42000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.25 4.25 56000.0 1
DLD-1
CHEMBL614285
 IC50 4.13 4.13 74000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 240.0 nM 6.62 Antiproliferative activity against human SGC7901/ADR cells assessed as cell grow... 34915312
Lysine-specific histone demethylase 1A IC50 = 400.0 nM 6.4 Inhibition of recombinant LSD1 (unknown origin) incubated for 1 hr by fluorescen... 37014989
MCF7 IC50 = 1840.0 nM 5.74 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability me... 35717872
A-431 IC50 = 1840.0 nM 5.74 Cytotoxicity against human A-431 cells assessed as reduction in cell viability m... 35717872
HeLa IC50 = 1840.0 nM 5.74 Cytotoxicity against human HeLa cells assessed as reduction in cell viability me... 35717872
SGC-7901 IC50 = 1960.0 nM 5.71 Antiproliferative activity against human SGC-7901 cells assessed as cell growth ... 34915312
Plasmodium falciparum IC50 = 3850.0 nM 5.42 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum HB3 ... 12141852
Adenosine receptor A2a Ki = 6470.0 nM 5.19 Affinity at Adenosine A2A receptor in rat striatal membranes by [3H]- CGS 21680 ... 8576921
Plasmodium falciparum IC50 = 9340.0 nM 5.03 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum K1 a... 12141852
Adenosine receptor A1 Ki = 12700.0 nM 4.9 Displacement of specific [3H]PIA binding from adenosine A1 receptor in rat brain... 8576921
A549 IC50 = 35000.0 nM 4.46 Cytotoxicity against human A549 cells after 48 hrs by resazurin reduction assay 20413315
Heme IC50 = 42000.0 nM 4.38 Inhibition of heme-mediated bovine serum albumin oxidation assessed as protein c... 21600767
NON-PROTEIN TARGET IC50 = 56000.0 nM 4.25 Cytotoxicity against human WS1 cells after 48 hrs by resazurin reduction assay 20413315
DLD-1 IC50 = 74000.0 nM 4.13 Cytotoxicity against human DLD1 cells after 48 hrs by resazurin reduction assay 20413315

Literature References

PubMed DOI Target Context # Activities
15387647 10.1021/np0400611 Unchecked 4
15387647 10.1021/np0400611 Raji 4
21600767 10.1016/j.bmcl.2011.04.127 Heme 3
12141852 10.1021/np0106182 Plasmodium falciparum 2
37014989 10.1021/acs.jmedchem.2c01527 Lysine-specific histone demethylase 1A 1
8576921 10.1021/jm950661k Adenosine receptor A1 1
35717872 10.1016/j.ejmech.2022.114527 HeLa 1
35717872 10.1016/j.ejmech.2022.114527 A-431 1
35717872 10.1016/j.ejmech.2022.114527 MCF7 1
34915312 10.1016/j.ejmech.2021.114042 Amine oxidase [flavin-containing] B 1
34915312 10.1016/j.ejmech.2021.114042 Amine oxidase [flavin-containing] A 1
34915312 10.1016/j.ejmech.2021.114042 Lysine-specific histone demethylase 1A 1
34915312 10.1016/j.ejmech.2021.114042 Unchecked 1
34915312 10.1016/j.ejmech.2021.114042 SGC-7901 1
20413315 10.1016/j.bmc.2010.03.040 DLD-1 1
20413315 10.1016/j.bmc.2010.03.040 NON-PROTEIN TARGET 1
20413315 10.1016/j.bmc.2010.03.040 A549 1
8576921 10.1021/jm950661k Adenosine receptor A3 1
8576921 10.1021/jm950661k Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine