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Compound Detail

CHEMBL286013

DIMEBUTIC ACID
🧪 Phase II
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🧪 Phase II
CCC(C)(C)C(=O)O

Basic Information

ChEMBL ID CHEMBL286013
Name DIMEBUTIC ACID
Phase Phase II
Structure Type MOL
InChI Key VUAXHMVRKOTJKP-UHFFFAOYSA-N

Known Names

2,2-dimethyl-butyric acid Acide dimebutique Acido dimebutico Dimebutic acid NSC-16045 NSC-741804
2
Targets
23
Activities
2
Assay Types
30
PK Parameters
20
Publications
6
Known Names

Molecular Properties

116.2
MW (Da)
1.51
ALogP
1
HBA
1
HBD
37.3
PSA (Ų)
0.59
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C6H12O2
MW 116.16
Aromatic Rings 0
Heavy Atoms 8
NP-Likeness 0.44

Activity Summary

EC50 21 meas. best 6.1
IC50 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
EC50 6.1 5.585 800.0 12
ADMET
CHEMBL612558
EC50 5.52 4.9886 3000.0 7

Pharmacokinetic Data

Parameter Value Units Species
AUC 70155.0 ng.hr.mL-1 Mus musculus
AUC 37512.0 ng.hr.mL-1 Mus musculus
AUC 218723.0 ng.hr.mL-1 Mus musculus
AUC 1245621.0 ng.hr.mL-1 Mus musculus
AUC 9672.0 ng.hr.mL-1 Rattus norvegicus
AUC 5520.0 ng.hr.mL-1 Rattus norvegicus
AUC 33051.0 ng.hr.mL-1 Rattus norvegicus
AUC 243656.0 ng.hr.mL-1 Rattus norvegicus
AUC 91300.0 ng.hr.mL-1 Sus scrofa domesticus
AUC 212000.0 ng.hr.mL-1 Sus scrofa domesticus
AUC 619000.0 ng.hr.mL-1 Sus scrofa domesticus
AUC 1750000.0 ng.hr.mL-1 Sus scrofa domesticus
AUC 4290000.0 ng.hr.mL-1 Sus scrofa domesticus
CL 7.28 mL.min-1.kg-1 Mus musculus
CL 17.3 mL.min-1.kg-1 Rattus norvegicus
Cmax 511621.9 nM Mus musculus
Cmax 290375.34 nM Mus musculus
Cmax 1017992.42 nM Mus musculus
Cmax 4000946.97 nM Mus musculus
Cmax 36733.82 nM Rattus norvegicus
Cmax 188791.32 nM Rattus norvegicus
Cmax 969094.35 nM Rattus norvegicus
Cmax 138601.93 nM Sus scrofa domesticus
Cmax 186811.29 nM Sus scrofa domesticus
Cmax 550103.31 nM Sus scrofa domesticus
Cmax 1231060.61 nM Sus scrofa domesticus
Cmax 3236914.6 nM Sus scrofa domesticus
F 53.4 % Mus musculus
F 93.3 % Mus musculus
F 177.5 % Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 800.0 nM 6.1 Reduction of 2-Methylcitric acid in human hepatocytes derived from methylmalonic... 33848153
Unchecked EC50 = 940.0 nM 6.03 Reduction of propionyl-CoA in human hepatocytes derived from propionic acidemia ... 33848153
Unchecked EC50 = 1100.0 nM 5.96 Reduction of 2-Methylcitric acid in human hepatocytes derived from propionic aci... 33848153
Unchecked EC50 = 1400.0 nM 5.85 Reduction of propionyl carnitine in human hepatocytes derived from methylmalonic... 33848153
Unchecked EC50 = 2000.0 nM 5.7 Reduction of methylmalonyl-CoA in human hepatocytes derived from methylmalonic a... 33848153
Unchecked EC50 = 2100.0 nM 5.68 Reduction of propionyl-CoA in human hepatocytes derived from methylmalonic acide... 33848153
Unchecked EC50 = 2300.0 nM 5.64 Reduction of acetyl-CoA in human hepatocytes derived from propionic acidemia pat... 33848153
Unchecked EC50 = 2600.0 nM 5.58 Reduction of propionyl carnitine in human hepatocytes derived from propionic aci... 33848153
ADMET EC50 = 3000.0 nM 5.52 Drug metabolism in human hepatocytes derived from propionic acidemia patient ass... 33848153
ADMET EC50 = 3500.0 nM 5.46 Drug metabolism in human hepatocytes derived from methylmalonic acidemia patient... 33848153
Unchecked EC50 = 4300.0 nM 5.37 Reduction of acetyl carnitine in human hepatocytes derived from methylmalonic ac... 33848153
Unchecked EC50 = 4800.0 nM 5.32 Reduction of acetyl carnitine in human hepatocytes derived from propionic acidem... 33848153
ADMET EC50 = 5900.0 nM 5.23 Drug metabolism in human hepatocytes assessed as formation of 2,2-dimethylbutano... 33848153
ADMET EC50 = 8300.0 nM 5.08 Drug metabolism in human hepatocytes assessed as formation of 2,2-dimethylbutano... 33848153
ADMET EC50 = 8300.0 nM 5.08 Drug metabolism in mini-pig hepatocytes assessed as formation of 2,2-dimethylbut... 33848153
Unchecked EC50 = 11600.0 nM 4.94 Reduction of CoASH in human hepatocytes derived from propionic acidemia patient ... 33848153
Unchecked EC50 = 14100.0 nM 4.85 Reduction of CoASH in human hepatocytes derived from methylmalonic acidemia pati... 33848153
ADMET EC50 = 46200.0 nM 4.33 Drug metabolism in cynomolgus monkey hepatocytes assessed as formation of 2,2-di... 33848153
ADMET EC50 = 60000.0 nM 4.22 Drug metabolism in Beagle dog hepatocytes assessed as formation of 2,2-dimethylb... 33848153

Literature References

PubMed DOI Target Context # Activities
33848153 10.1021/acs.jmedchem.1c00124 ADMET 117
33848153 10.1021/acs.jmedchem.1c00124 Unchecked 28
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 3A4 7
33848153 10.1021/acs.jmedchem.1c00124 Hepatocyte 3
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33848153 10.1021/acs.jmedchem.1c00124 No relevant target 2
33848153 10.1021/acs.jmedchem.1c00124 Solute carrier family 22 member 6 2
33848153 10.1021/acs.jmedchem.1c00124 Organic anion transporter 3 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 1A2 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 2B6 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 2C8 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 2C9 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 2C19 2
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 2D6 2
33848153 10.1021/acs.jmedchem.1c00124 ATP-dependent translocase ABCB1 1
33848153 10.1021/acs.jmedchem.1c00124 POU domain, class 2, transcription factor 2 1
33848153 10.1021/acs.jmedchem.1c00124 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
12672239 10.1021/jm021077w Oryctolagus cuniculus 1
33848153 10.1021/acs.jmedchem.1c00124 Cytochrome P450 3A5 1
33848153 10.1021/acs.jmedchem.1c00124 Multidrug and toxin extrusion protein 2 1

Data from ChEMBL 36 via Core Engine