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Compound Detail

CHEMBL31836

PIPEROXAN
🧪 Phase II
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🧪 Phase II
c1ccc2c(c1)OCC(CN1CCCCC1)O2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL31836
Name PIPEROXAN
Phase Phase II
Structure Type MOL
InChI Key LYKMMUBOEFYJQG-UHFFFAOYSA-N

Known Names

(rs)-piperoxane 933F Benodaine Benzodioxane F-933 Fourneau-933 Piperoxan Piperoxane Piperoxano
6
Targets
15
Activities
3
Assay Types
0
PK Parameters
19
Publications
9
Known Names

Molecular Properties

233.3
MW (Da)
2.31
ALogP
3
HBA
0
HBD
21.7
PSA (Ų)
0.78
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic
USAN Stem -oxan

Extended Properties

Molecular Formula C14H19NO2
MW 233.31
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.63

Activity Summary

Kd 11 meas. best 7.72
IC50 3 meas. best 6.85
Ki 1 meas. best 7.02

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adrenergic receptor alpha-1
CHEMBL1907610
 Kd 7.72 6.72 19.1 5
Adrenergic receptor alpha-2
CHEMBL2095158
 Kd 7.6 7.6 25.1 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 7.54 7.0567 28.8 3
Adrenergic receptor alpha-2
CHEMBL2093864
 Ki 7.02 7.02 95.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 IC50 6.85 6.85 140.0 1
Adrenergic receptor alpha
CHEMBL2095203
 Kd 6.5 6.5 316.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
 IC50 6.14 6.14 720.0 1
Adrenergic receptor alpha-1
CHEMBL2094251
 Kd 6.06 6.06 871.0 1
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2096682
 IC50 4.21 4.21 61000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adrenergic receptor alpha-1 Kd = 19.05 nM 7.72 Alpha-2 adrenergic receptor pA2 value against clonidine in vitro experiment in r... 6133953
Adrenergic receptor alpha-2 Kd = 25.12 nM 7.6 In vitro for relative blocking action (pA2) of Presynaptic Alpha-2 adrenergic re... 6124636
Adrenergic receptor alpha-2 Kd = 28.84 nM 7.54 Antagonist potency towards alpha-2 adrenergic receptor in the rat electrically s... 2875186
Adrenergic receptor alpha-2 Kd = 39.81 nM 7.4 Antagonistic activity against Alpha-2 adrenergic receptor in the prostatic porti... 6124635
Adrenergic receptor alpha-1 Kd = 69.18 nM 7.16 Antagonist potency towards alpha-1 adrenergic receptor in the rat electrically s... 2875186
Adrenergic receptor alpha-2 Ki = 95.0 nM 7.02 Displacement of [3H]clonidine from Alpha-2 adrenergic receptor of rat brain memb... 6296387
Adrenergic receptor alpha-2 IC50 = 140.0 nM 6.85 Inhibition of specific [3H]clonidine binding (0.4 nM) to rat brain membranes alp... 6142954
Adrenergic receptor alpha-1 Kd = 245.47 nM 6.61 Alpha-2 adrenergic receptor pA2 value against norepinephrine in vitro experiment... 6133953
Adrenergic receptor alpha Kd = 316.23 nM 6.5 In vitro relative blocking action (pA2) of the post-synaptic Alpha adrenergic re... 6124636
Adrenergic receptor alpha-1 Kd = 398.11 nM 6.4 Antagonistic activity against Alpha-1 adrenergic receptor in the epidermal porti... 6124635
Adrenergic receptor alpha-2 Kd = 588.84 nM 6.23 Antagonist activity against B-HT 933-induced alpha-2-adrenoceptor-mediated vasoc... 6142954
Adrenergic receptor alpha-1 IC50 = 720.0 nM 6.14 Inhibition of specific [3H]-prazosin binding (0.2 nM) to rat brain membranes alp... 6142954
Adrenergic receptor alpha-1 Kd = 870.96 nM 6.06 Inhibition of specific [3H]prazosin binding (0.2 nM) to rat brain membranes alph... 6142954
Adrenergic receptor alpha-1 Kd = 1949.84 nM 5.71 Antagonist activity against phenylephrine-induced alpha1- adrenoceptor mediated ... 6142954
Sodium channel alpha subunits; brain (Types I, II, III) IC50 = 61000.0 nM 4.21 Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on vol... 2579237

Literature References

PubMed DOI Target Context # Activities
6142954 10.1021/jm00370a011 Adrenergic receptor alpha-1 3
2875186 10.1021/jm00159a037 Adrenergic receptor alpha-1 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
6142954 10.1021/jm00370a011 Adrenergic receptor alpha-2 2
6142954 10.1021/jm00370a011 Adrenergic receptor alpha 2
6133953 10.1021/jm00360a008 Adrenergic receptor alpha-1 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 2
2875186 10.1021/jm00159a037 Alpha-2 adrenergic receptor 2
6133953 10.1021/jm00360a008 Unchecked 1
6124635 10.1021/jm00348a012 Adrenergic receptor alpha 1
6124635 10.1021/jm00348a012 Adrenergic receptor alpha-1 1
6124635 10.1021/jm00348a012 Adrenergic receptor alpha-2 1
2875186 10.1021/jm00159a037 Adrenergic receptor alpha-2 1
6296387 10.1021/jm00354a001 Adrenergic receptor alpha-2 1
6124636 10.1021/jm00348a013 Adrenergic receptor alpha 1
6094812 10.1021/jm00378a021 ADMET 1
6142954 10.1021/jm00370a011 Unchecked 1
6142954 10.1021/jm00370a011 Alpha-2A adrenergic receptor 1
6124636 10.1021/jm00348a013 Adrenergic receptor alpha-2 1

Data from ChEMBL 36 via Core Engine