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Compound Detail

CHEMBL153062

4-NONYLPHENOL
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CCCCCCCCCc1ccc(O)cc1

Basic Information

ChEMBL ID CHEMBL153062
Name 4-NONYLPHENOL
Phase Preclinical
Structure Type MOL
InChI Key IGFHQQFPSIBGKE-UHFFFAOYSA-N
18
Targets
31
Activities
3
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

220.4
MW (Da)
4.69
ALogP
1
HBA
1
HBD
20.2
PSA (Ų)
0.63
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H24O
MW 220.36
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness 0.50

Activity Summary

IC50 21 meas. best 6.46
Ki 9 meas. best 6.97
Kd 1 meas. best 5.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL206
Ki 6.97 6.97 108.0 1
Unchecked
CHEMBL612545
IC50 6.46 5.3967 350.0 3
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
CHEMBL4693
IC50 6.46 6.46 350.0 2
Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
CHEMBL4523338
IC50 6.46 6.46 350.0 1
Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
CHEMBL4523144
IC50 6.46 6.46 350.0 1
Estrogen receptor
CHEMBL206
IC50 6.42 6.42 377.0 1
Adenosine receptor A3
CHEMBL256
Ki 5.97 5.97 1082.0 1
Sex hormone-binding globulin
CHEMBL3305
Kd 5.92 5.92 1202.3 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.91 5.91 1244.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.9 5.9 1254.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.88 5.88 1310.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.87 5.87 1347.0 1
Substance-K receptor
CHEMBL2327
Ki 5.82 5.82 1505.0 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 5.78 5.78 1649.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.75 5.75 1795.0 1
Adenosine receptor A3
CHEMBL256
IC50 5.72 5.72 1915.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
IC50 5.59 5.59 2571.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.59 5.59 2543.0 1
Beta-3 adrenergic receptor
CHEMBL246
Ki 5.5 5.5 3142.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.47 5.47 3380.0 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 5.38 5.38 4190.0 1
Substance-K receptor
CHEMBL2327
IC50 5.34 5.34 4514.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.17 5.17 6780.0 1
HSP60/HSP10
CHEMBL4106131
IC50 5.02 5.02 9500.0 1
Androgen receptor
CHEMBL3072
IC50 4.94 4.94 11481.5 1
GroEL/GroES
CHEMBL4106139
IC50 4.92 4.73 12000.0 2
Thiosulfate sulfurtransferase
CHEMBL4295835
IC50 4.14 4.14 72000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor Ki = 108.0 nM 6.97 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 IC50 = 350.0 nM 6.46 Inhibition of SERCA1a in rabbit microsomes 32030976
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 IC50 = 350.0 nM 6.46 Inhibition of rabbit SERCA1a 32030976
Unchecked IC50 = 350.0 nM 6.46 Inhibition of SERCA in rat testicular microsomes 32030976
Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 IC50 = 350.0 nM 6.46 Inhibition of SERCA3 in mouse testicular microsomes 32030976
Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 IC50 = 350.0 nM 6.46 Inhibition of SERCA2b in mouse testicular microsomes 32030976
Estrogen receptor IC50 = 377.0 nM 6.42 DRUGMATRIX: Estrogen ERalpha radioligand binding (ligand: [3H] Estradiol) -
Adenosine receptor A3 Ki = 1082.0 nM 5.97 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Sex hormone-binding globulin Kd = 1202.26 nM 5.92 Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding gl... 18330978
Sodium-dependent noradrenaline transporter Ki = 1244.0 nM 5.91 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent noradrenaline transporter IC50 = 1254.0 nM 5.9 DRUGMATRIX: Norepinephrine Transporter radioligand binding (ligand: [125I] RTI-5... -
Sodium-dependent dopamine transporter Ki = 1310.0 nM 5.88 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
5-hydroxytryptamine receptor 2C Ki = 1347.0 nM 5.87 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Substance-K receptor Ki = 1505.0 nM 5.82 DRUGMATRIX: Tachykinin NK2 radioligand binding (ligand: [3H] SR-48968) -
Sodium-dependent dopamine transporter IC50 = 1649.0 nM 5.78 DRUGMATRIX: Dopamine Transporter radioligand binding (ligand: [125I] RTI-55) -
Sodium-dependent serotonin transporter Ki = 1795.0 nM 5.75 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Adenosine receptor A3 IC50 = 1915.0 nM 5.72 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
5-hydroxytryptamine receptor 2C IC50 = 2571.0 nM 5.59 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ... -
Alpha-2A adrenergic receptor Ki = 2543.0 nM 5.59 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
Beta-3 adrenergic receptor Ki = 3142.0 nM 5.5 DRUGMATRIX: Adrenergic beta3 radioligand binding (ligand: [125I] Cyanopindolol) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 517
30852084 10.1016/j.bmcl.2019.02.028 Unchecked 5
30852084 10.1016/j.bmcl.2019.02.028 GroEL/GroES 4
12459019 10.1021/jm010481c Sulfotransferase 1A1 3
16279782 10.1021/jm050567w L1210 2
32030976 10.1021/acs.jmedchem.9b01509 Unchecked 2
32030976 10.1021/acs.jmedchem.9b01509 Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 2
16134935 10.1021/jm050403f Androgen receptor 1
18330978 10.1021/jm7011485 Sex hormone-binding globulin 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
30852084 10.1016/j.bmcl.2019.02.028 Thiosulfate sulfurtransferase 1
30852084 10.1016/j.bmcl.2019.02.028 HSP60/HSP10 1
30852084 10.1016/j.bmcl.2019.02.028 Chaperonin GroEL 1
32030976 10.1021/acs.jmedchem.9b01509 Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 1
32030976 10.1021/acs.jmedchem.9b01509 Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 1

Data from ChEMBL 36 via Core Engine