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Compound Detail

CHEMBL101309

AVASIMIBE
🧪 Phase II
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🧪 Phase II
CC(C)c1cc(C(C)C)c(CC(=O)NS(=O)(=O)Oc2c(C(C)C)cccc2C(C)C)c(C(C)C)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL101309
Name AVASIMIBE
Phase Phase II
Structure Type MOL
InChI Key PTQXTEKSNBVPQJ-UHFFFAOYSA-N

Known Names

Avasimiba Avasimibe CI-1011
8
Targets
19
Activities
1
Assay Types
3
PK Parameters
20
Publications
3
Known Names

Molecular Properties

501.7
MW (Da)
7.29
ALogP
4
HBA
1
HBD
72.5
PSA (Ų)
0.37
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -imibe
USAN Year 1998

Extended Properties

Molecular Formula C29H43NO4S
MW 501.73
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.30

Activity Summary

IC50 19 meas. best 7.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sterol O-acyltransferase 1
CHEMBL2782
 IC50 7.6 5.952 25.0 5
Sterol O-acyltransferase 1
CHEMBL4464
 IC50 7.22 6.5233 60.0 3
Sterol O-acyltransferase 1
CHEMBL285
 IC50 6.32 5.8 479.0 3
Unchecked
CHEMBL612545
 IC50 6.16 5.1867 700.0 3
SARS-CoV-2
CHEMBL4303835
 IC50 5.41 5.41 3930.0 1
Acyl-CoA:cholesterol acyltransferase
CHEMBL6141
 IC50 5.12 5.02 7600.0 2
Sterol O-acyltransferase 2
CHEMBL4465
 IC50 5.04 5.04 9200.0 1
MAP2K3/Myc proto-oncogene protein
CHEMBL4888452
 IC50 4.2 4.2 63880.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 48075.8 ng.hr.mL-1 Rattus norvegicus
Cmax 9128.42 nM Rattus norvegicus
Tmax 3.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sterol O-acyltransferase 1 IC50 = 25.0 nM 7.6 Inhibition of ACAT1 in human monocytes-derived macrophages reduction in choleste... 29945757
Sterol O-acyltransferase 1 IC50 = 60.0 nM 7.22 Inhibition of ACAT1 in mouse IC21 cells in absence of BSA 29945757
Sterol O-acyltransferase 1 IC50 = 479.0 nM 6.32 Inhibition of ACAT in human HepG2 cells 19167888
Sterol O-acyltransferase 1 IC50 = 479.0 nM 6.32 Inhibition of ACAT in rat macrophages assessed as incorporation of extracellular... 19464189
Sterol O-acyltransferase 1 IC50 = 590.0 nM 6.23 Inhibition of ACAT1 in mouse J774 cells assessed as reduction in esterified chol... 29945757
Sterol O-acyltransferase 1 IC50 = 700.0 nM 6.16 Inhibition of ACAT1 in 0.2 mg/ml rat liver microsomes 29945757
Unchecked IC50 = 700.0 nM 6.16 Inhibition of SOAT (unknown origin) 36473091
Sterol O-acyltransferase 1 IC50 = 760.0 nM 6.12 Inhibition of ACAT1 in mouse IC21 cells in presence of BSA 29945757
Sterol O-acyltransferase 1 IC50 = 1500.0 nM 5.82 Inhibition of ACAT-mediated esterified cholesterol accumulation in human THP1 ce... 18620381
SARS-CoV-2 IC50 = 3930.0 nM 5.41 Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity o... -
Sterol O-acyltransferase 1 IC50 = 4100.0 nM 5.39 Inhibition of ACAT1 in human monocytes-derived macrophages reduction in choleste... 29945757
Acyl-CoA:cholesterol acyltransferase IC50 = 7600.0 nM 5.12 Inhibition of normocholesterolemic rabbit liver ACAT 18620381
Sterol O-acyltransferase 2 IC50 = 9200.0 nM 5.04 Inhibition of ACAT2 in human MDM assessed as inhibition of acetylated LDL-induce... 23665143
Acyl-CoA:cholesterol acyltransferase IC50 = 12000.0 nM 4.92 In vitro inhibition of ACAT by incubation with [1-14C]oleolyl-CoA and intestinal... 9871672
Sterol O-acyltransferase 1 IC50 = 12000.0 nM 4.92 Inhibition of ACAT1 in 1 mg/ml rat liver microsomes 29945757
Unchecked IC50 = 13000.0 nM 4.89 Inhibition of SOAT2 in New Zealand white rabbit intestinal microsomes assessed a... 29945757
Sterol O-acyltransferase 1 IC50 = 23500.0 nM 4.63 Inhibition of ACAT1 in human MDM assessed as inhibition of acetylated LDL-induce... 23665143
Unchecked IC50 = 31000.0 nM 4.51 Inhibition of SOAT1 in arterial homogenates isolated from 1% cholesterol fed New... 29945757
MAP2K3/Myc proto-oncogene protein IC50 = 63880.0 nM 4.2 Disruption of interaction between human recombinant GST-tagged MKK3/VF-tagged MY... 34333394

Literature References

PubMed DOI Target Context # Activities
8978833 10.1021/jm960674d Rattus norvegicus 76
30433781 10.1021/acs.jmedchem.8b01256 Hamster 8
29945757 10.1016/j.bmc.2018.06.024 Hamster 7
29945757 10.1016/j.bmc.2018.06.024 Sterol O-acyltransferase 1 7
8978833 10.1021/jm960674d Oryctolagus cuniculus 6
29945757 10.1016/j.bmc.2018.06.024 Unchecked 3
29945757 10.1016/j.bmc.2018.06.024 Rattus norvegicus 3
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
34333394 10.1016/j.bmc.2021.116324 MAP2K3/Myc proto-oncogene protein 2
23665143 10.1016/j.bmc.2013.04.025 Sterol O-acyltransferase 2 1
23665143 10.1016/j.bmc.2013.04.025 Sterol O-acyltransferase 1 1
19464189 10.1016/j.bmc.2009.04.059 HepG2 1
19167888 10.1016/j.bmcl.2009.01.020 HepG2 1
34003642 10.1021/acs.jmedchem.0c02245 Cytochrome P450 3A4 1
18620381 10.1021/jm800248r Acyl-CoA:cholesterol acyltransferase 1
18620381 10.1021/jm800248r Sterol O-acyltransferase 1 1
9871672 10.1016/s0960-894x(98)00011-0 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine