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Compound Detail

CHEMBL372700

FENPROPIMORPH
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CC(Cc1ccc(C(C)(C)C)cc1)CN1C[C@@H](C)O[C@@H](C)C1

Basic Information

ChEMBL ID CHEMBL372700
Name FENPROPIMORPH
Phase Preclinical
Structure Type MOL
InChI Key RYAUSSKQMZRMAI-ALOPSCKCSA-N
9
Targets
16
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

303.5
MW (Da)
4.27
ALogP
2
HBA
0
HBD
12.5
PSA (Ų)
0.82
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H33NO
MW 303.49
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.84

Activity Summary

Ki 13 meas. best 11.0
IC50 3 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 11.0 9.62 0.0 3
Sigma non-opioid intracellular receptor 1
CHEMBL3602
Ki 10.96 10.96 0.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL4153
Ki 10.96 10.6733 0.0 3
C-8 sterol isomerase ERG2
CHEMBL3224
Ki 10.3 10.3 0.1 1
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase
CHEMBL4931
Ki 7.52 7.52 30.0 1
Cycloeucalenol cycloisomerase
CHEMBL2366413
IC50 6.4 6.4 400.0 1
Sterol-8,7-isomerase
CHEMBL2366492
IC50 6.4 6.4 400.0 1
Delta(14)-sterol reductase
CHEMBL2366411
IC50 6.1 6.1 800.0 1
Sigma intracellular receptor 2
CHEMBL4105864
Ki 6.07 6.07 854.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 0.01 nM 11.0 Affinity for sigma receptor type 1 of guinea pig using [3H]ifenprodil or (+)-[3H... 16033255
Sigma non-opioid intracellular receptor 1 Ki = 0.011 nM 10.96 Displacement of (+)-[3H]pentazocine from sigma 1 receptor in guinea pig liver mi... 20493718
Sigma non-opioid intracellular receptor 1 Ki = 0.011 nM 10.96 Displacement of [3H]-pentazocine from sigma 1 opioid receptor in rat liver homog... 24900272
Sigma non-opioid intracellular receptor 1 Ki = 0.011 nM 10.96 Displacement of (+)-[3H]-pentazocine from sigma 1 receptor in guinea pig liver m... 28495085
C-8 sterol isomerase ERG2 Ki = 0.05 nM 10.3 Affinity for ERG2 of Saccharomyces cerevisiae using [3H]ifenprodil or (+)-[3H]pe... 16033255
Sigma non-opioid intracellular receptor 1 Ki = 0.08 nM 10.1 Displacement of (+)-[3H]pentazocine from sigma 1 receptor expressed in Saccharom... 20493718
Sigma non-opioid intracellular receptor 1 Ki = 0.08 nM 10.1 Displacement of (+)-[3H]-pentazocine from recombinant guinea pig His6-tagged sig... 28495085
Sigma non-opioid intracellular receptor 1 Ki = 17.3 nM 7.76 Displacement of (+)-[3H]-pentazocine from recombinant human sigma 1 receptor exp... 28495085
3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase Ki = 30.0 nM 7.52 Affinity for human EMP expressed in ERG2 deficient strain of Saccharomyces cerev... 16033255
Sterol-8,7-isomerase IC50 = 400.0 nM 6.4 Inhibition of Zea mays (maize) delta8,delta7-sterol isomerase 2591378
Cycloeucalenol cycloisomerase IC50 = 400.0 nM 6.4 Inhibition of Zea mays (maize) cycloeucalenol-obtusifolial isomerase 2591378
Delta(14)-sterol reductase IC50 = 800.0 nM 6.1 Inhibition of Zea mays (maize) microsomal delta 8,14-steroid 14-reductase using ... 2591378
Sigma intracellular receptor 2 Ki = 854.0 nM 6.07 Displacement of (+)-[3H]-ditolylguanidine from recombinant rat sigma 2 receptor ... 28495085

Literature References

PubMed DOI Target Context # Activities
17804411 10.1074/jbc.m705856200 Aspergillus niger 15
- 10.1016/j.cropro.2012.12.009 Monilinia laxa 10
26617963 10.1021/acsmedchemlett.5b00245 Candida albicans 6
28495085 10.1016/j.bmcl.2017.04.088 Sigma non-opioid intracellular receptor 1 4
26617963 10.1021/acsmedchemlett.5b00245 Candida tropicalis 3
26617963 10.1021/acsmedchemlett.5b00245 Nakaseomyces glabratus 3
26617963 10.1021/acsmedchemlett.5b00245 Cryptococcus neoformans 3
20493718 10.1016/j.bmc.2010.04.078 Sigma non-opioid intracellular receptor 1 3
26617963 10.1021/acsmedchemlett.5b00245 Aspergillus niger 3
- 10.1016/j.cropro.2011.05.017 Plurivorosphaerella nawae 2
23073993 10.1002/ps.3408 Oculimacula acuformis 2
23073993 10.1002/ps.3408 Oculimacula yallundae 2
23073993 10.1002/ps.3408 Unchecked 2
16033255 10.1021/jm049073+ 3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase 1
28495085 10.1016/j.bmcl.2017.04.088 Unchecked 1
2591378 10.1111/j.1432-1033.1989.tb15156.x Delta(14)-sterol reductase 1
2591378 10.1111/j.1432-1033.1989.tb15156.x Sterol-8,7-isomerase 1
24900272 10.1021/ml2001505 Sigma non-opioid intracellular receptor 1 1
17656087 10.1016/j.bmcl.2007.06.076 Blumeria graminis f. sp. tritici 1
16033255 10.1021/jm049073+ C-8 sterol isomerase ERG2 1

Data from ChEMBL 36 via Core Engine