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Compound Detail

CHEMBL164660

PSORALEN
Phase I
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Phase I
O=c1ccc2cc3ccoc3cc2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL164660
Name PSORALEN
Phase Phase I
Structure Type MOL
InChI Key ZCCUUQDIBDJBTK-UHFFFAOYSA-N

Known Names

Ficusin NSC-404562 Psoralen
10
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names
4
Indications

Molecular Properties

186.2
MW (Da)
2.54
ALogP
3
HBA
0
HBD
43.4
PSA (Ų)
0.51
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C11H6O3
MW 186.17
Aromatic Rings 3
Heavy Atoms 14
NP-Likeness 0.94

Indications

Leukemia Lymphoma Multiple Myeloma Myelodysplastic Syndromes

Activity Summary

IC50 16 meas. best 8.52
Ki 1 meas. best 6.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.52 5.9767 3.0 3
Cytochrome P450 2A6
CHEMBL5282
 Ki 6.22 6.22 600.0 1
Nuclear factor NF-kappa-B p105 subunit
CHEMBL3251
 IC50 5.52 5.52 3000.0 1
Acetylcholinesterase
CHEMBL220
 IC50 5.19 5.19 6480.0 1
HL-60
CHEMBL383
 IC50 4.8 4.8 16000.0 1
LoVo
CHEMBL614721
 IC50 4.8 4.8 16000.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 4.67 4.67 21300.0 1
Acetylcholinesterase
CHEMBL4078
 IC50 4.53 4.53 29500.0 1
HT-29
CHEMBL384
 IC50 4.38 4.38 41700.0 1
HCT-116
CHEMBL394
 IC50 4.34 4.34 45600.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 3.0 nM 8.52 Inhibition of NF-KB p50 subunit/DNA interaction after 20 mins by EMSA 21864947
Cytochrome P450 2A6 Ki = 600.0 nM 6.22 Mechanism based inhibition of human cytochrome P450 2A6 measured by coumarin 7-h... 16248836
Nuclear factor NF-kappa-B p105 subunit IC50 = 3000.0 nM 5.52 Inhibition of NF-KB p50 subunit/DNA interaction after 20 mins by EMSA 20980154
Acetylcholinesterase IC50 = 6480.0 nM 5.19 Inhibition of acetylcholinesterase (unknown origin) using acetylcholine iodide a... 23746477
Unchecked IC50 = 11000.0 nM 4.96 Inhibition of calf thymus DNA topoisomerase 1 assessed as pUC19 DNA relaxation b... 19736019
HL-60 IC50 = 16000.0 nM 4.8 Cytotoxicity against HL-60 (human fibrosarcoma) cell line; Range 0.4-16 uM 15837311
LoVo IC50 = 16000.0 nM 4.8 Cytotoxicity against LoVo (human intestinal adenocarcinoma) cell line; Range 0.4... 15837311
Amine oxidase [flavin-containing] A IC50 = 21300.0 nM 4.67 Inhibition of MAO-A (unknown origin) 23517722
Acetylcholinesterase IC50 = 29500.0 nM 4.53 Inhibition of electric eel AChE using acetylthiocholine iodide as substrate prei... 30686752
Unchecked IC50 = 35800.0 nM 4.45 Inhibition of mouse brain monoamine oxidase 23517722
HT-29 IC50 = 41700.0 nM 4.38 Cytotoxicity against human HT-29 cells after 96 hrs by MTT assay 23746477
HCT-116 IC50 = 45600.0 nM 4.34 Cytotoxicity against human HCT116 cells after 96 hrs by MTT assay 23746477

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4495565 SARS-CoV-2 6
19736019 10.1016/j.bmc.2009.04.023 Unchecked 4
31464439 10.1021/acs.jnatprod.9b00547 HepG2 3
30686752 10.1016/j.bmcl.2019.01.016 Amine oxidase [flavin-containing] A 3
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 3
16248836 10.2174/138920005774330639 Cytochrome P450 2A6 2
30686752 10.1016/j.bmcl.2019.01.016 Amine oxidase [flavin-containing] B 2
3069958 10.1021/np50060a016 Salmonella typhimurium 2
16248836 10.2174/138920005774330639 Cytochrome P450 2B6 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
28285927 10.1016/j.bmc.2017.02.050 No relevant target 2
7277384 10.1021/jm00139a008 Ehrlich 2
22222157 10.1016/j.bmc.2011.12.002 Beta-secretase 1 2
20832915 10.1016/j.ejmech.2010.08.045 Nannizzia gypsea 1
20832915 10.1016/j.ejmech.2010.08.045 Candida albicans 1
20832915 10.1016/j.ejmech.2010.08.045 Molecular identity unknown 1
20832915 10.1016/j.ejmech.2010.08.045 Trichophyton rubrum 1
37216809 10.1016/j.ejmech.2023.115455 Hepatitis B virus 1
20558060 10.1016/j.bmcl.2010.05.091 HEK293 1
9544566 10.1021/np970488q DNA topoisomerase 2-alpha 1

Data from ChEMBL 36 via Core Engine