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Compound Detail

CHEMBL434063

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CN(CCOc1ccc(C[C@H](Nc2ccccc2C(=O)c2ccccc2)C(=O)O)cc1)c1ccccn1

Basic Information

ChEMBL ID CHEMBL434063
Phase Preclinical
Structure Type MOL
InChI Key QTQMRBZOBKYXCG-MHZLTWQESA-N
19
Targets
60
Activities
3
Assay Types
1
PK Parameters
20
Publications
0
Known Names

Molecular Properties

495.6
MW (Da)
4.94
ALogP
6
HBA
2
HBD
91.8
PSA (Ų)
0.27
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C30H29N3O4
MW 495.58
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -0.89

Activity Summary

EC50 22 meas. best 8.83
IC50 19 meas. best 5.53
Ki 19 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor gamma
CHEMBL235
Ki 10.3 8.57 0.0 7
Peroxisome proliferator-activated receptor gamma
CHEMBL235
EC50 8.83 7.72 1.5 18
Peroxisome proliferator-activated receptor gamma
CHEMBL2459
EC50 7.89 7.8867 13.0 3
Delta-type opioid receptor
CHEMBL236
Ki 5.95 5.95 1131.0 1
Thromboxane-A synthase
CHEMBL1835
IC50 5.53 5.53 2953.0 1
Delta-type opioid receptor
CHEMBL236
IC50 5.49 5.49 3209.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.4 5.4 4000.0 1
Progesterone receptor
CHEMBL1909044
Ki 5.4 5.4 3994.0 1
Substance-K receptor
CHEMBL2327
Ki 5.32 5.32 4836.0 1
Cysteinyl leukotriene receptor 1
CHEMBL1798
Ki 5.26 5.26 5455.0 1
Unchecked
CHEMBL612545
IC50 5.13 4.92 7450.0 2
Plasmodium falciparum
CHEMBL364
IC50 5.1 5.0333 7943.3 3
Adenosine receptor A3
CHEMBL256
Ki 5.09 5.09 8093.0 1
Adenosine receptor A1
CHEMBL226
Ki 5.06 5.06 8730.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 5.04 5.04 9086.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 4.97 4.97 10767.0 1
Epidermal growth factor receptor
CHEMBL203
IC50 4.96 4.96 10896.0 1
Cysteinyl leukotriene receptor 1
CHEMBL1798
IC50 4.96 4.96 10910.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 4.87 4.87 13551.0 1
Substance-K receptor
CHEMBL2327
IC50 4.84 4.84 14509.0 1
Adenosine receptor A3
CHEMBL256
IC50 4.84 4.84 14318.0 1
Adenosine receptor A1
CHEMBL226
IC50 4.83 4.83 14966.0 1
Beta-3 adrenergic receptor
CHEMBL246
Ki 4.78 4.78 16564.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
IC50 4.7 4.7 19903.0 1
Adenosine receptor A2a
CHEMBL251
Ki 4.68 4.68 20915.0 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 4.66 4.66 22080.0 1
Progesterone receptor
CHEMBL1909044
IC50 4.51 4.51 30622.0 1
Adenosine receptor A2a
CHEMBL251
IC50 4.43 4.43 37254.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 4.4 4.4 39975.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 4.39 4.39 40308.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
EC50 4.26 4.26 55300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 16525.0 ng.hr.mL-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor gamma Ki = 0.0497 nM 10.3 Displacement of Fluormone-Pan-PPAR Green from human GST-tagged PPARgamma LBD by ... 28799755
Peroxisome proliferator-activated receptor gamma Ki = 1.0 nM 9.0 Binding affinity to PPARgamma (unknown origin) by TR-FRET-based competitive bind... 37077388
Peroxisome proliferator-activated receptor gamma Ki = 1.0 nM 9.0 Binding affinity to PPARgamma (unknown origin) assessed as inhibition constant b... 34922307
Peroxisome proliferator-activated receptor gamma Ki = 1.413 nM 8.85 In vitro binding to peroxisome proliferator activated receptor gamma (PPAR gamma... 9836620
Peroxisome proliferator-activated receptor gamma EC50 = 1.47 nM 8.83 Agonist activity at PPARgamma (unknown origin) 32886507
Peroxisome proliferator-activated receptor gamma Ki = 2.0 nM 8.7 Binding affinity to PPARgamma (unknown origin) assessed as inhibition constant b... 36475432
Peroxisome proliferator-activated receptor gamma EC50 = 3.7 nM 8.43 Displacement of pan-PPAR fluormone from PPARgamma LBD by TR-FRET based LanthaScr... 22582973
Peroxisome proliferator-activated receptor gamma EC50 = 5.0 nM 8.3 Agonist activity at PPARgamma (unknown origin) assessed as increase in fluoresce... 34922307
Peroxisome proliferator-activated receptor gamma EC50 = 6.0 nM 8.22 Agonist activity at human PPARgamma expressed in african green monkey CV1 cells ... 20079636
Peroxisome proliferator-activated receptor gamma EC50 = 6.2 nM 8.21 Agonist activity for Human PPAR gamma receptor in transcriptional activation ass... 10691680
Peroxisome proliferator-activated receptor gamma EC50 = 9.12 nM 8.04 Activation of peroxisome proliferator activated receptor gamma measured by induc... 9836620
Peroxisome proliferator-activated receptor gamma EC50 = 9.12 nM 8.04 Activation of peroxisome proliferator activated receptor gamma measured by induc... 9836620
Peroxisome proliferator-activated receptor gamma EC50 = 12.0 nM 7.92 Agonist activity at PPARgamma (unknown origin) by Alpha Screen assay 31673308
Peroxisome proliferator-activated receptor gamma EC50 = 12.0 nM 7.92 Agonist activity at human PPAR-gamma 27652492
Peroxisome proliferator-activated receptor gamma EC50 = 13.0 nM 7.89 Agonist activity for murine PPAR gamma receptor in transcriptional activation as... 10691680
Peroxisome proliferator-activated receptor gamma EC50 = 13.0 nM 7.89 Agonist activity at mouse PPARgamma expressed in african green monkey CV1 cells ... 20079636
Peroxisome proliferator-activated receptor gamma EC50 = 13.18 nM 7.88 Compound was tested functionally in vitro for inducing 50% of the maximum alkali... 9836620
Peroxisome proliferator-activated receptor gamma EC50 = 17.0 nM 7.77 Agonist activity at PPARgamma LBD (unknown origin) assessed as increase in recru... 33325691
Peroxisome proliferator-activated receptor gamma EC50 = 18.2 nM 7.74 Ability to promote differentiation of C3H10T1/2 stem cells to adipocytes using l... 9836620
Peroxisome proliferator-activated receptor gamma EC50 = 26.0 nM 7.58 Binding affinity to PPARgamma LBD by fluorescence polarization based competitive... 22582973

Literature References

PubMed DOI Target Context # Activities
9836620 10.1021/jm9804127 Peroxisome proliferator-activated receptor gamma 9
37077388 10.1021/acsmedchemlett.2c00511 Peroxisome proliferator-activated receptor gamma 7
24462665 10.1016/j.bmcl.2014.01.004 Rattus norvegicus 5
9836620 10.1021/jm9804127 Mus musculus 4
9836620 10.1021/jm9804127 Rattus norvegicus 4
20079636 10.1016/j.bmcl.2009.12.107 Rattus norvegicus 4
20079636 10.1016/j.bmcl.2009.12.107 Peroxisome proliferator-activated receptor gamma 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
9836620 10.1021/jm9804127 Peroxisome proliferator-activated receptor alpha 3
31806266 10.1016/j.bmc.2019.115226 Peroxisome proliferator-activated receptor gamma 3
22582973 10.1021/jm300068n Peroxisome proliferator-activated receptor gamma 3
34922307 10.1016/j.bmc.2021.116564 Peroxisome proliferator-activated receptor gamma 3
19734910 10.1038/nchembio.215 Plasmodium falciparum 3
9836620 10.1021/jm9804127 Peroxisome proliferator-activated receptor delta 3
16680159 10.1038/nchembio790 Peroxisome proliferator-activated receptor gamma 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
- 10.6019/CHEMBL3301361 No relevant target 2
10691680 10.1021/jm990554g Peroxisome proliferator-activated receptor delta 2
10691680 10.1021/jm990554g Peroxisome proliferator-activated receptor gamma 2
10691680 10.1021/jm990554g Peroxisome proliferator-activated receptor alpha 2

Data from ChEMBL 36 via Core Engine