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Compound Detail

CHEMBL473967

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CC1(C)Oc2ncnc(N)c2N=C1c1ccc([C@H]2CC[C@H](CC(=O)O)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL473967
Phase Preclinical
Structure Type MOL
InChI Key FUIYMYNYUHVDPT-HDJSIYSDSA-N
4
Targets
13
Activities
2
Assay Types
28
PK Parameters
20
Publications
0
Known Names

Molecular Properties

394.5
MW (Da)
4.10
ALogP
6
HBA
2
HBD
110.7
PSA (Ų)
0.81
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C22H26N4O3
MW 394.48
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness 0.18

Activity Summary

IC50 12 meas. best 8.4
EC50 1 meas. best 5.84

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Diacylglycerol O-acyltransferase 1
CHEMBL6009
 IC50 8.4 7.6963 4.0 8
HuTu80
CHEMBL614582
 IC50 8.4 8.4 4.0 1
Diacylglycerol O-acyltransferase 1
CHEMBL6129
 IC50 7.72 6.615 19.0 2
Diacylglycerol O-acyltransferase 1
CHEMBL6009
 EC50 5.84 5.84 1436.0 1
Sterol O-acyltransferase 1
CHEMBL2782
 IC50 4.92 4.92 12000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1025.65 ng.hr.mL-1 Mus musculus
AUC 6690.0 ng.hr.mL-1 Mus musculus
AUC 1010.0 ng.hr.mL-1 Rattus norvegicus
AUC 4720.0 ng.hr.mL-1 Canis lupus familiaris
AUC 360160.24 ng.hr.mL-1 Rattus norvegicus
AUC 1480088.96 ng.hr.mL-1 Rattus norvegicus
AUC 560161.6 ng.hr.mL-1 Macaca fascicularis
CL 5.2 mL.min-1.kg-1 Rattus norvegicus
CL 12.0 mL.min-1.kg-1 Canis lupus familiaris
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 8.0 mL.min-1.kg-1 Homo sapiens
CL 1.833 mL.min-1.kg-1 Mus musculus
CL 9.167 mL.min-1.kg-1 Rattus norvegicus
CL 11.0 mL.min-1.kg-1 Canis lupus familiaris
CL 3.667 mL.min-1.kg-1 Macaca mulatta
F 100.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
F 40.0 % Mus musculus
F 30.0 % Rattus norvegicus
F 64.0 % Canis lupus familiaris
T1/2 3.0 hr Rattus norvegicus
T1/2 3.9 hr Canis lupus familiaris
T1/2 5.6 hr Rattus norvegicus
T1/2 2.8 hr Canis lupus familiaris
T1/2 4.7 hr Mus musculus
T1/2 1.7 hr Rattus norvegicus
T1/2 2.4 hr Canis lupus familiaris
T1/2 1.8 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HuTu80 IC50 = 4.0 nM 8.4 Inhibition of triacylglycerol synthesis in human HuTu 80 cells after 30 mins 19256504
Diacylglycerol O-acyltransferase 1 IC50 = 4.0 nM 8.4 Inhibition of DGAT1 (unknown origin) by cell-based assay 24670009
Diacylglycerol O-acyltransferase 1 IC50 = 6.0 nM 8.22 Inhibition of human liver flag-tagged DGAT1 expressed in baculovirus infected in... 24670009
Diacylglycerol O-acyltransferase 1 IC50 = 8.0 nM 8.1 Inhibition of human DGAT-1-mediated triglyceride synthesis in the HT-29 cells by... 21908190
Diacylglycerol O-acyltransferase 1 IC50 = 15.0 nM 7.82 Inhibition of human recombinant DGAT1 expressed in Sf9 cells by liquid scintillo... 19256504
Diacylglycerol O-acyltransferase 1 IC50 = 16.0 nM 7.8 Inhibition of DGAT1-mediated triglyceride synthesis in human HT-29 cells using [... 24900321
Diacylglycerol O-acyltransferase 1 IC50 = 19.0 nM 7.72 Inhibition of rat microsomal DGAT1 by liquid scintillography 19256504
Diacylglycerol O-acyltransferase 1 IC50 = 72.0 nM 7.14 Inhibition of human DGAT1 21908190
Diacylglycerol O-acyltransferase 1 IC50 = 72.0 nM 7.14 Inhibition of full length human microsomal DGAT-1 expressed in baculovirus infec... 24900321
Diacylglycerol O-acyltransferase 1 IC50 = 113.0 nM 6.95 Inhibition of human DGAT1 expressed in baculovirus infected insect cells after 1... 21413799
Diacylglycerol O-acyltransferase 1 EC50 = 1436.0 nM 5.84 Inhibition of human DGAT1 expressed in CHO-K1 cells after 1 hr using palmitoyl-1... 21413799
Diacylglycerol O-acyltransferase 1 IC50 = 3100.0 nM 5.51 Inhibition of DGAT in rat liver microsomes 23141914
Sterol O-acyltransferase 1 IC50 = 12000.0 nM 4.92 Inhibition of human ACAT1 at 10 uM by liquid scintillography 19256504

Literature References

PubMed DOI Target Context # Activities
24670009 10.1021/jm500135c Rattus norvegicus 14
24670009 10.1021/jm500135c Mus musculus 7
- 10.6019/CHEMBL5303304 U2OS 7
- 10.6019/CHEMBL5303304 Fibroblast 7
- 10.6019/CHEMBL5303304 HEK-293T 6
19256504 10.1021/jm801507v Rattus norvegicus 5
19256504 10.1021/jm801507v Canis familiaris 5
24670009 10.1021/jm500135c Canis familiaris 5
24670009 10.1021/jm500135c Rhesus monkey 3
24670009 10.1021/jm500135c Cynomolgus monkey 3
24670009 10.1021/jm500135c Diacylglycerol O-acyltransferase 1 2
24670009 10.1021/jm500135c Unchecked 2
24900321 10.1021/ml200051p Diacylglycerol O-acyltransferase 1 2
19256504 10.1021/jm801507v Diacylglycerol O-acyltransferase 1 2
24670009 10.1021/jm500135c ADMET 2
21908190 10.1016/j.bmcl.2011.08.028 Diacylglycerol O-acyltransferase 1 2
21413799 10.1021/jm101580m Diacylglycerol O-acyltransferase 1 2
- 10.6019/CHEMBL3301361 No relevant target 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
21908190 10.1016/j.bmcl.2011.08.028 Mus musculus 1

Data from ChEMBL 36 via Core Engine