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Compound Detail

CHEMBL1381098

1-NAPHTHYLISOTHIOCYANATE
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S=C=Nc1cccc2ccccc12

Basic Information

ChEMBL ID CHEMBL1381098
Name 1-NAPHTHYLISOTHIOCYANATE
Phase Preclinical
Structure Type MOL
InChI Key JBDOSUUXMYMWQH-UHFFFAOYSA-N
12
Targets
22
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

185.2
MW (Da)
3.57
ALogP
2
HBA
0
HBD
12.4
PSA (Ų)
0.49
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H7NS
MW 185.25
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness -0.76

Activity Summary

IC50 13 meas. best 6.0
Ki 9 meas. best 5.63

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 1A2
CHEMBL3356
IC50 6.0 6.0 1000.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 5.63 5.63 2352.0 1
C-C chemokine receptor type 2
CHEMBL4015
Ki 5.59 5.59 2589.0 1
Adenosine receptor A3
CHEMBL256
Ki 5.46 5.46 3448.0 1
Adenosine receptor A3
CHEMBL256
IC50 5.21 5.21 6100.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
IC50 5.2 5.2 6272.0 1
C-C chemokine receptor type 2
CHEMBL4015
IC50 5.17 5.17 6699.0 1
Glucocorticoid receptor
CHEMBL2034
Ki 5.16 5.16 7001.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 5.12 5.12 7593.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 5.1 5.1 7924.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 4.86 4.86 13788.0 1
Sodium-dependent serotonin transporter
CHEMBL228
IC50 4.84 4.84 14293.0 1
Glucocorticoid receptor
CHEMBL2034
IC50 4.81 4.81 15403.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 4.8 4.8 16009.0 1
Androgen receptor
CHEMBL3072
Ki 4.77 4.77 17009.0 1
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 4.65 4.65 22442.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
IC50 4.6 4.6 25158.0 1
Androgen receptor
CHEMBL3072
IC50 4.59 4.59 25513.0 1
D(1A) dopamine receptor
CHEMBL2056
IC50 4.56 4.56 27576.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
IC50 4.26 4.26 54539.0 1
Bile salt export pump
CHEMBL6020
IC50 4.22 4.19 60000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 1A2 IC50 = 1000.0 nM 6.0 DRUGMATRIX: CYP450, 1A2 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Alpha-2A adrenergic receptor Ki = 2352.0 nM 5.63 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
C-C chemokine receptor type 2 Ki = 2589.0 nM 5.59 DRUGMATRIX: Chemokine CCR2B radioligand binding (ligand: [125I] MCP-1) -
Adenosine receptor A3 Ki = 3448.0 nM 5.46 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Adenosine receptor A3 IC50 = 6100.0 nM 5.21 DRUGMATRIX: Adenosine A3 radioligand binding (ligand: AB-MECA) -
Alpha-2A adrenergic receptor IC50 = 6272.0 nM 5.2 DRUGMATRIX: Alpha-2A adrenergic receptor radioligand binding (ligand: MK-912) -
C-C chemokine receptor type 2 IC50 = 6699.0 nM 5.17 DRUGMATRIX: Chemokine CCR2B radioligand binding (ligand: [125I] MCP-1) -
Glucocorticoid receptor Ki = 7001.0 nM 5.16 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Sodium-dependent serotonin transporter Ki = 7593.0 nM 5.12 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Alpha-2C adrenergic receptor Ki = 7924.0 nM 5.1 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -
D(1A) dopamine receptor Ki = 13788.0 nM 4.86 DRUGMATRIX: Dopamine D1 radioligand binding (ligand: [3H] SCH-23390) -
Sodium-dependent serotonin transporter IC50 = 14293.0 nM 4.84 DRUGMATRIX: Transporter, Serotonin (5-Hydroxytryptamine) (SERT) radioligand bind... -
Glucocorticoid receptor IC50 = 15403.0 nM 4.81 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
5-hydroxytryptamine receptor 2B Ki = 16009.0 nM 4.8 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
Androgen receptor Ki = 17009.0 nM 4.77 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
Amine oxidase [flavin-containing] A IC50 = 22442.0 nM 4.65 DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) -
5-hydroxytryptamine receptor 2B IC50 = 25158.0 nM 4.6 DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ... -
Androgen receptor IC50 = 25513.0 nM 4.59 DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... -
D(1A) dopamine receptor IC50 = 27576.0 nM 4.56 DRUGMATRIX: Dopamine D1 radioligand binding (ligand: [3H] SCH-23390) -
Alpha-2C adrenergic receptor IC50 = 54539.0 nM 4.26 DRUGMATRIX: Adrenergic Alpha-2C radioligand binding (ligand: [3H] MK-912) -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1448
- 10.6019/CHEMBL3885881 Rattus norvegicus 1187
17428028 10.1021/ci6004542 Phospholipidosis 1
20799726 10.1021/mp100103e Phospholipidosis 1
20553011 10.1021/tx1000865 Hepatotoxicity 1
20843939 10.1124/dmd.110.035113 Hepatotoxicity 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
15176077 10.1002/jps.20101 ATP-dependent translocase ABCB1 1
12425469 10.1023/a:1020460700877 Multidrug resistance-associated protein 1 1
12425469 10.1023/a:1020460700877 ATP-dependent translocase ABCB1 1
20829430 10.1093/toxsci/kfq269 Bile salt export pump 1
23956101 10.1093/toxsci/kft176 Bile salt export pump 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 2 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 3 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1

Data from ChEMBL 36 via Core Engine