Compound Detail

CHEMBL294264

PURPURIN

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O=C1c2ccccc2C(=O)c2c(O)c(O)cc(O)c21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL294264
Name	PURPURIN
Phase	Preclinical
Structure Type	MOL
InChI Key	BBNQQADTFFCFGB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

256.2

MW (Da)

1.58

ALogP

HBA

HBD

94.8

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C14H8O5
MW	256.21
Aromatic Rings	2
Heavy Atoms	19
NP-Likeness	1.12

Activity Summary

IC50 19 meas. best 6.52

Kd 2 meas. best 5.28

Ki 2 meas. best 6.38

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Acetylcholinesterase CHEMBL220	IC50	6.52	6.52	300.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	Ki	6.38	6.38	422.0	1
Cytochrome P450 1B1 CHEMBL4878	Ki	6.16	6.16	700.0	1
Death-associated protein kinase 1 CHEMBL2558	IC50	6.05	6.05	890.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	5.66	5.66	2200.0	1
Thiosulfate sulfurtransferase CHEMBL4295835	IC50	5.64	5.64	2300.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.6	5.475	2500.0	4
GroEL/GroES CHEMBL4106139	IC50	5.4	5.11	4000.0	2
Cell division protein FtsZ CHEMBL2417349	Kd	5.28	5.28	5200.0	1
Bacillus subtilis CHEMBL359	IC50	5.26	5.26	5500.0	1
Cytochrome P450 1A1 CHEMBL2231	IC50	5.26	5.26	5500.0	1
Female germline-specific tumor suppressor gld-1 CHEMBL1293302	IC50	5.17	5.17	6688.0	1
Cell division protein FtsZ CHEMBL3999	Kd	4.96	4.96	11000.0	1
Transthyretin CHEMBL3194	IC50	4.92	4.92	12000.0	1
HSP60/HSP10 CHEMBL4106131	IC50	4.64	4.64	23000.0	1
Matrix metalloproteinase-14 CHEMBL3869	IC50	4.51	4.51	30600.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	4.4	4.4	40200.0	1
Unchecked CHEMBL612545	IC50	4.33	4.33	46330.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Acetylcholinesterase	IC50	=	300.0	nM	6.52	Inhibition of Acetylcholinesterase (unknown origin)	37593578
Amine oxidase [flavin-containing] A	Ki	=	422.0	nM	6.38	Competitive inhibition of recombinant human MAO-A using 0.01 to 0.5 mM kynuramin...	28188065
Cytochrome P450 1B1	Ki	=	700.0	nM	6.16	Inhibition of recombinant human CYP1B1 expressed in Escherichia coli coexpressin...	28458135
Death-associated protein kinase 1	IC50	=	890.0	nM	6.05	Inhibition of DAPK1 (1 to 285 residues) (unknown origin) expressed in Escherichi...	36645394
Cytochrome P450 1B1	IC50	=	2200.0	nM	5.66	Inhibition of recombinant human CYP1B1 expressed in Escherichia coli coexpressin...	28458135
Thiosulfate sulfurtransferase	IC50	=	2300.0	nM	5.64	Inhibition of native rhodanese (unknown origin) assessed as reduction in rhodane...	30852084
Amine oxidase [flavin-containing] A	IC50	=	2500.0	nM	5.6	Inhibition of human recombinant MAOA using kynuramine as substrate preincubated ...	29395970
Amine oxidase [flavin-containing] A	IC50	=	2500.0	nM	5.6	Inhibition of human MAOA	30774851
Amine oxidase [flavin-containing] A	IC50	=	2500.0	nM	5.6	Inhibition of recombinant human MAO-A using kynuramine as substrate incubated fo...	28188065
GroEL/GroES	IC50	=	4000.0	nM	5.4	Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Esch...	30852084
Cell division protein FtsZ	Kd	=	5200.0	nM	5.28	Binding affinity to Bacillus subtilis FtsZ assessed as dissociation constant of ...	34700238
Cytochrome P450 1A1	IC50	=	5500.0	nM	5.26	Inhibition of recombinant human CYP1A1 expressed in Escherichia coli coexpressin...	28458135
Bacillus subtilis	IC50	=	5500.0	nM	5.26	Antibacterial activity against Bacillus subtilis 168 assessed as bacterial growt...	34700238
Female germline-specific tumor suppressor gld-1	IC50	=	6688.0	nM	5.17	PUBCHEM_BIOASSAY: Fluorescence polarization-based biochemical high throughput do...	-
Amine oxidase [flavin-containing] A	IC50	=	7990.0	nM	5.1	Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse...	34915314
Cell division protein FtsZ	Kd	=	11000.0	nM	4.96	Binding affinity to Escherichia coli BL21 FtsZ assessed as dissociation constant...	34700238
Transthyretin	IC50	=	12000.0	nM	4.92	Inhibition of acid-mediated aggregation of TTR V30M mutant (unknown origin) expr...	34225167
GroEL/GroES	IC50	=	15000.0	nM	4.82	Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Esche...	30852084
HSP60/HSP10	IC50	=	23000.0	nM	4.64	Inhibition of human N-terminal octa-His-tagged HSP60 expressed in Escherichia co...	30852084
Matrix metalloproteinase-14	IC50	=	30600.0	nM	4.51	PubChem BioAssay. Dose Response confirmation of uHTS hits for a small molecule i...	-

Literature References

PubMed	DOI	Target Context	# Activities
34700238	10.1016/j.bmc.2021.116463	Cell division protein FtsZ	26
34700238	10.1016/j.bmc.2021.116463	Bacillus subtilis	12
34700238	10.1016/j.bmc.2021.116463	Escherichia coli	8
28188065	10.1016/j.bmcl.2017.01.085	Amine oxidase [flavin-containing] A	7
34700238	10.1016/j.bmc.2021.116463	HeLa	7
30852084	10.1016/j.bmcl.2019.02.028	Unchecked	5
2558164	10.1021/np50065a012	Raji	4
30852084	10.1016/j.bmcl.2019.02.028	GroEL/GroES	4
2558164	10.1021/np50065a012	Unchecked	4
28458135	10.1016/j.ejmech.2017.04.042	Cytochrome P450 1B1	2
28188065	10.1016/j.bmcl.2017.01.085	Amine oxidase [flavin-containing] B	2
34700238	10.1016/j.bmc.2021.116463	Tubulin	2
28188065	10.1016/j.bmcl.2017.01.085	Unchecked	1
28458135	10.1016/j.ejmech.2017.04.042	Unchecked	1
29395970	10.1016/j.bmcl.2018.01.049	Amine oxidase [flavin-containing] A	1
30852084	10.1016/j.bmcl.2019.02.028	Thiosulfate sulfurtransferase	1
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	1
37593578	10.1039/d3md00116d	Acetylcholinesterase	1
30774851	10.1039/C8MD00446C	Amine oxidase [flavin-containing] A	1
30774851	10.1039/C8MD00446C	Amine oxidase [flavin-containing] B	1

Data from ChEMBL 36 via Core Engine