Compound Detail

CHEMBL503160

FUMARIC ACID

🧪 Phase III

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🧪 Phase III

O=C(O)/C=C/C(=O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL503160
Name	FUMARIC ACID
Phase	Phase III
Structure Type	MOL
InChI Key	VZCYOOQTPOCHFL-OWOJBTEDSA-N
Therapeutic	✓ Yes

Known Names

2-butenedioic acid, (e)- Allomaleic-acid Boletic-acid E-297 E297 FEMA NO. 2488 Fumaric acid Fumaricum acidum INS NO.297 INS-297 NSC-2752

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

116.1

MW (Da)

-0.29

ALogP

HBA

HBD

74.6

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C4H4O4
MW	116.07
Aromatic Rings	0
Heavy Atoms	8
NP-Likeness	0.54

Indications

Psoriasis Lupus Erythematosus, Cutaneous

ATC Classification

D05AX01

fumaric acid

Level 1: DERMATOLOGICALS

Level 2: ANTIPSORIATICS

Activity Summary

IC50 20 meas. best 5.03

Ki 5 meas. best 4.44

Kd 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	5.03	4.6433	9332.5	3
Egl nine homolog 1 CHEMBL5697	IC50	4.72	4.41	19000.0	2
Unchecked CHEMBL612545	Ki	4.44	4.435	36500.0	2
Prolyl hydroxylase EGLN3 CHEMBL5705	IC50	4.22	4.22	60000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
T1/2	6.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	9332.54	nM	5.03	Inhibition of N-terminal His-tagged recombinant human TET2 catalytic domain LCId...	38294854
Egl nine homolog 1	IC50	=	19000.0	nM	4.72	Inhibition of 2-oxoglutarate-dependent human recombinant HIF PHD2 preincubated f...	18942826
Unchecked	IC50	=	19090.0	nM	4.72	Destabilizing effect on human recombinant PHD2 (181-426) expressed in Escherichi...	19364117
Unchecked	Ki	=	36500.0	nM	4.44	Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in am...	28236590
Unchecked	Ki	=	37100.0	nM	4.43	Inhibition of Sporosarcina pasteurii CCM 2056 urease assessed as reduction in am...	28236590
Prolyl hydroxylase EGLN3	IC50	=	60000.0	nM	4.22	Inhibition of human PHD3 expressed in H5 insect cells	34792334
Unchecked	IC50	=	65500.0	nM	4.18	Inhibition of Proteus mirabilis 543 urease at pH 5.5 assessed as reduction in am...	28236590
Egl nine homolog 1	IC50	=	80000.0	nM	4.1	Inhibition of human PHD2 expressed in H5 insect cells	34792334

Literature References

PubMed	DOI	Target Context	# Activities
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
28236590	10.1016/j.bmcl.2017.02.022	Unchecked	9
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
19962903	10.1016/j.bmc.2009.11.021	Unchecked	4
18942826	10.1021/jm800936s	Unchecked	3
23234607	10.1021/jm301583m	Egl nine homolog 1	3
37468498	10.1038/s41467-023-40064-9	Progesterone receptor	2
28236590	10.1016/j.bmcl.2017.02.022	No relevant target	2
37468498	10.1038/s41467-023-40064-9	Peroxisome proliferator-activated receptor gamma	2
37468498	10.1038/s41467-023-40064-9	Glucocorticoid receptor	2
37468498	10.1038/s41467-023-40064-9	Muscarinic acetylcholine receptor M2	2
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	2
38294854	10.1021/acs.jmedchem.3c01820	Unchecked	2
17553798	10.1074/jbc.m703467200	Solute carrier family 22 member 6	2
37468498	10.1038/s41467-023-40064-9	Estrogen receptor	2
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	2
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	2
19364117	10.1021/jm900285r	Unchecked	2
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	2
17553798	10.1074/jbc.m703467200	Solute carrier family 22 member 20	2

Data from ChEMBL 36 via Core Engine