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Compound Detail

CHEMBL404849

SULOCTIDIL
💊 Approved Drug
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💊 Approved Drug
CCCCCCCCNC(C)C(O)c1ccc(SC(C)C)cc1

Basic Information

ChEMBL ID CHEMBL404849
Name SULOCTIDIL
Phase Approved
Structure Type MOL
InChI Key BFCDFTHTSVTWOG-UHFFFAOYSA-N

Known Names

Bemperil Cerebro Circleton CP-556S Dulasi Duloctil Euvasal Fluversin Fluvisco Hemoantin Iangene Loctidon +9 more
22
Targets
55
Activities
3
Assay Types
0
PK Parameters
20
Publications
21
Known Names
1
Indications
1
Mechanisms

Molecular Properties

337.6
MW (Da)
5.56
ALogP
3
HBA
2
HBD
32.3
PSA (Ų)
0.39
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1979
Availability Withdrawn
Chirality Racemic

Flags

Withdrawn Natural Product
USAN Stem -dil
USAN Year 1978

Extended Properties

Molecular Formula C20H35NOS
MW 337.57
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -0.45

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Voltage-gated calcium channel blocker BLOCKER Voltage-gated calcium channel

Indications

Cardiovascular Diseases

ATC Classification

C04AX19
suloctidil
Level 1: CARDIOVASCULAR SYSTEM
Level 2: PERIPHERAL VASODILATORS

Drug Warnings

Withdrawn
hepatotoxicity
Hepatotoxicity
Country: Worldwide   Year: 1985
Withdrawn
hepatotoxicity
Hepatotoxicity
Country: Worldwide   Year: 1985
Withdrawn
hepatotoxicity
hepatitis
Country: Worldwide   Year: 1985
Withdrawn
hepatotoxicity
hepatitis
Country: Worldwide   Year: 1985

Activity Summary

IC50 29 meas. best 7.67
Ki 24 meas. best 7.88
EC50 2 meas. best 7.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
Ki 7.88 6.835 13.2 6
Unchecked
CHEMBL612545
IC50 7.67 6.0044 21.4 9
Sigma non-opioid intracellular receptor 1
CHEMBL287
Ki 7.31 7.31 49.3 1
Plasmodium falciparum
CHEMBL364
EC50 7.08 6.65 82.4 2
Histamine H2 receptor
CHEMBL1941
Ki 7.05 7.05 88.5 1
Histamine H2 receptor
CHEMBL1941
IC50 6.97 6.97 108.1 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
IC50 6.93 6.93 117.2 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 6.51 6.51 310.6 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 6.3 6.3 500.7 1
5-hydroxytryptamine receptor 1A
CHEMBL273
IC50 6.26 6.26 543.5 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.22 6.22 597.5 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
Ki 6.2 6.2 636.1 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.18 6.18 665.8 1
D(3) dopamine receptor
CHEMBL234
Ki 6.15 6.15 714.5 1
Tyrosine-protein kinase Fyn
CHEMBL1841
IC50 6.14 6.14 722.1 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.12 6.12 758.7 1
Epidermal growth factor receptor
CHEMBL203
IC50 6.1 6.1 794.4 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 6.03 6.03 939.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Ki 6.01 6.01 980.0 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Ki 5.96 5.96 1085.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 5.9 5.9 1253.2 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.86 5.86 1388.8 1
Sodium-dependent noradrenaline transporter
CHEMBL222
IC50 5.85 5.85 1400.4 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.69 5.69 2023.2 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.69 5.69 2041.9 1
Adenosine receptor A3
CHEMBL256
Ki 5.68 5.68 2094.6 1
D(3) dopamine receptor
CHEMBL234
IC50 5.68 5.68 2103.9 1
Substance-K receptor
CHEMBL2327
Ki 5.64 5.64 2264.3 1
Histamine H1 receptor
CHEMBL231
Ki 5.61 5.61 2475.9 1
Sodium-dependent dopamine transporter
CHEMBL238
IC50 5.59 5.59 2570.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Ki 5.49 5.49 3223.5 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 5.46 5.46 3446.0 1
Beta-3 adrenergic receptor
CHEMBL246
Ki 5.43 5.43 3747.2 1
Adenosine receptor A3
CHEMBL256
IC50 5.43 5.43 3705.8 1
Muscarinic acetylcholine receptor M1
CHEMBL216
IC50 5.35 5.35 4505.0 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
IC50 5.35 5.35 4486.8 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
IC50 5.34 5.34 4561.0 1
Muscarinic acetylcholine receptor M3
CHEMBL245
IC50 5.33 5.33 4623.8 1
Beta-3 adrenergic receptor
CHEMBL246
IC50 5.3 5.3 4996.3 1
Histamine H1 receptor
CHEMBL231
IC50 5.29 5.29 5176.8 1
Substance-K receptor
CHEMBL2327
IC50 5.17 5.17 6792.9 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 13.2 nM 7.88 DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil) -
Unchecked IC50 = 21.4 nM 7.67 DRUGMATRIX: Sigma2 radioligand binding (ligand: [3H] Ifenprodil) -
Sigma non-opioid intracellular receptor 1 Ki = 49.3 nM 7.31 DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) -
Plasmodium falciparum EC50 = 82.4 nM 7.08 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Histamine H2 receptor Ki = 88.5 nM 7.05 DRUGMATRIX: Histamine H2 radioligand binding (ligand: [125I] Aminopotentidine) -
Histamine H2 receptor IC50 = 108.1 nM 6.97 DRUGMATRIX: Histamine H2 radioligand binding (ligand: [125I] Aminopotentidine) -
Sigma non-opioid intracellular receptor 1 IC50 = 117.2 nM 6.93 DRUGMATRIX: Sigma1 radioligand binding (ligand: [3H] Haloperidol) -
Unchecked Ki = 152.2 nM 6.82 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Unchecked Ki = 159.6 nM 6.8 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked Ki = 166.8 nM 6.78 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
Unchecked IC50 = 171.2 nM 6.77 DRUGMATRIX: Calcium Channel Type L, Benzothiazepine radioligand binding (ligand:... -
Unchecked IC50 = 174.9 nM 6.76 DRUGMATRIX: Sodium Channel, Site 2 radioligand binding (ligand: [3H] Batrachotox... -
Unchecked IC50 = 259.5 nM 6.59 DRUGMATRIX: Calcium Channel Type L, Dihydropyridine radioligand binding (ligand:... -
5-hydroxytryptamine receptor 1A Ki = 310.6 nM 6.51 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
Unchecked Ki = 365.5 nM 6.44 DRUGMATRIX: Leukotriene, BLT (LTB4) radioligand binding (ligand: [3H]LTB4) -
Alpha-2C adrenergic receptor Ki = 500.7 nM 6.3 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
Unchecked Ki = 510.5 nM 6.29 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
Unchecked IC50 = 525.1 nM 6.28 DRUGMATRIX: Calcium Channel Type L, Phenylalkylamine radioligand binding (ligand... -
5-hydroxytryptamine receptor 1A IC50 = 543.5 nM 6.26 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT1A radioligand binding (ligand: ... -
5-hydroxytryptamine receptor 2B Ki = 597.5 nM 6.22 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 156
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
- 10.6019/CHEMBL4651402 SARS-CoV-2 6
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 Vero C1008 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1
25513712 10.1021/jm501543u Fatty acid synthase 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
21624500 10.1016/j.drudis.2011.05.007 Hepatotoxicity 1
18579783 10.1073/pnas.0802982105 Huh-7 1
18579783 10.1073/pnas.0802982105 Unchecked 1

Data from ChEMBL 36 via Core Engine