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Compound Detail

CHEMBL1469

PHENYLBUTANOIC ACID
💊 Approved Drug
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💊 Approved Drug
O=C(O)CCCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1469
Name PHENYLBUTANOIC ACID
Phase Approved
Structure Type MOL
InChI Key OBKXEAXTFZPCHS-UHFFFAOYSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL289559

Known Names

Phenylbutanoic acid
4
Targets
12
Activities
2
Assay Types
0
PK Parameters
20
Publications
1
Known Names
7
Indications

Molecular Properties

164.2
MW (Da)
2.09
ALogP
1
HBA
1
HBD
37.3
PSA (Ų)
0.74
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product Prodrug
USAN Year 1995

Extended Properties

Molecular Formula C10H12O2
MW 164.20
Aromatic Rings 1
Heavy Atoms 12
NP-Likeness 0.10

Indications

beta-Thalassemia Brain Neoplasms HIV Infections Maple Syrup Urine Disease Tuberculosis, Pulmonary Myositis, Inclusion Body Neuroblastoma

Activity Summary

IC50 11 meas. best 4.19
Ki 1 meas. best 5.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histone deacetylase
CHEMBL2093865
 Ki 5.55 5.55 2800.0 1
Histone deacetylase 2
CHEMBL1937
 IC50 4.19 4.19 65000.0 1
Histone deacetylase 1
CHEMBL325
 IC50 4.19 4.19 64000.0 1
Histone deacetylase 8
CHEMBL3192
 IC50 4.03 4.03 93000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histone deacetylase Ki = 2800.0 nM 5.55 Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay 19520580
Histone deacetylase 1 IC50 = 64000.0 nM 4.19 Inhibition of human recombinant HDAC1 21874153
Histone deacetylase 2 IC50 = 65000.0 nM 4.19 Inhibition of human recombinant HDAC2 21874153
Histone deacetylase 8 IC50 = 93000.0 nM 4.03 Inhibition of human recombinant HDAC8 21874153

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
35818137 10.1021/acs.jmedchem.2c00640 A-375 8
25461306 10.1016/j.ejmech.2014.11.012 C6 6
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
21874153 10.1021/ml1001954 Histone deacetylase 6 3
35818137 10.1021/acs.jmedchem.2c00640 ADMET 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
21055848 10.1016/j.ejmech.2010.10.012 Histone deacetylase 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
37468498 10.1038/s41467-023-40064-9 Histamine H2 receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
33848153 10.1021/acs.jmedchem.1c00124 Unchecked 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2

Data from ChEMBL 36 via Core Engine