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Compound Detail

CHEMBL461883

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CCCCC(Sc1nc(OCCc2ccccc2)cc(OCCc2ccccc2)n1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL461883
Phase Preclinical
Structure Type MOL
InChI Key KYRBYBXVVWQIJQ-UHFFFAOYSA-N
6
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

466.6
MW (Da)
5.46
ALogP
6
HBA
1
HBD
81.5
PSA (Ų)
0.25
QED
1
Ro5 Violations
14
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H30N2O4S
MW 466.60
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.55

Activity Summary

IC50 9 meas. best 6.22
EC50 6 meas. best 5.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 6.22 5.9233 600.0 3
Prostaglandin E synthase
CHEMBL5658
 IC50 5.92 5.92 1200.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 5.08 5.08 8300.0 3
Presenilin-1
CHEMBL2473
 EC50 4.95 4.95 11300.0 1
Unchecked
CHEMBL612545
 EC50 4.95 4.95 11300.0 2
Prostaglandin G/H synthase 1
CHEMBL2949
 IC50 4.78 4.755 16700.0 2
Presenilin-1
CHEMBL2473
 IC50 4.64 4.64 22800.0 1
Unchecked
CHEMBL612545
 IC50 4.64 4.64 22800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 600.0 nM 6.22 Inhibition of 5-lipoxygenase-mediated 5(S)-H(p)ETE formation in fMLP-stimulated ... 21591611
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 600.0 nM 6.22 Inhibition of 5-LO in human human PMNL assessed as reduction in 5-LO product for... 25575659
Prostaglandin E synthase IC50 = 1200.0 nM 5.92 Inhibition of mPGES-1 in human IL-1beta-stimulated A549 cell microsomes assessed... 21591611
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 4700.0 nM 5.33 Inhibition of human recombinant 5-lipoxygenase-mediated product formation from a... 21591611
Peroxisome proliferator-activated receptor gamma EC50 = 8300.0 nM 5.08 Agonist activity at human PPARgamma-LBD expressed in COS7 cells co-transfected w... 20503989
Peroxisome proliferator-activated receptor gamma EC50 = 8300.0 nM 5.08 Modulation of human PPARgamma-LBD expressed in african green monkey COS7 cells c... 21873070
Peroxisome proliferator-activated receptor gamma EC50 = 8300.0 nM 5.08 Activation of human PPARgamma ligand binding domain expressed in COS7 cells by d... 25575659
Unchecked EC50 = 11300.0 nM 4.95 Modulation of gamma-secretase-mediated cleavage of human APP expressed in CHO ce... 20503989
Unchecked EC50 = 11300.0 nM 4.95 Modulation of gamma-secretase expressed in CHO cells co-expressing human APP and... 21873070
Presenilin-1 EC50 = 11300.0 nM 4.95 Activation of wild-type human presenilin-1 stably overexpressed in CHO cells co-... 25575659
Prostaglandin G/H synthase 1 IC50 = 16700.0 nM 4.78 Inhibition of ovine COX-1 assessed as residual activity by measuring formation o... 21873070
Prostaglandin G/H synthase 1 IC50 = 18700.0 nM 4.73 Inhibition of ovine COX1 after 5 mins 20503989
Unchecked IC50 = 22800.0 nM 4.64 Modulation of gamma-secretase-mediated cleavage of human APP expressed in CHO ce... 20503989
Unchecked IC50 = 22800.0 nM 4.64 Modulation of gamma-secretase expressed in CHO cells co-expressing human APP and... 21873070
Presenilin-1 IC50 = 22800.0 nM 4.64 Inhibition of wild-type human presenilin-1 stably overexpressed in CHO cells co-... 25575659

Literature References

PubMed DOI Target Context # Activities
25575659 10.1016/j.bmcl.2014.12.073 Peroxisome proliferator-activated receptor gamma 2
25575659 10.1016/j.bmcl.2014.12.073 Presenilin-1 2
20503989 10.1021/jm1003073 Prostaglandin G/H synthase 1 2
20503989 10.1021/jm1003073 Prostaglandin G/H synthase 2 2
20503989 10.1021/jm1003073 Unchecked 2
20503989 10.1021/jm1003073 Peroxisome proliferator-activated receptor gamma 2
21591611 10.1021/jm200092b Polyunsaturated fatty acid 5-lipoxygenase 2
21873070 10.1016/j.bmc.2011.08.003 Unchecked 2
20503989 10.1021/jm1003073 Peroxisome proliferator-activated receptor alpha 1
25575659 10.1016/j.bmcl.2014.12.073 Polyunsaturated fatty acid 5-lipoxygenase 1
21591611 10.1021/jm200092b Prostaglandin E synthase 1
21873070 10.1016/j.bmc.2011.08.003 Peroxisome proliferator-activated receptor gamma 1
21873070 10.1016/j.bmc.2011.08.003 Prostaglandin G/H synthase 2 1
21873070 10.1016/j.bmc.2011.08.003 Prostaglandin G/H synthase 1 1
19053751 10.1021/jm801085s Prostaglandin E synthase 1
20503989 10.1021/jm1003073 Peroxisome proliferator-activated receptor delta 1
20503989 10.1021/jm1003073 CHO 1
19053751 10.1021/jm801085s Prostaglandin G/H synthase 2 1
19053751 10.1021/jm801085s Prostaglandin G/H synthase 1 1
19053751 10.1021/jm801085s Polyunsaturated fatty acid 5-lipoxygenase 1

Data from ChEMBL 36 via Core Engine