SERTINDOLE

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC N05AE03
UNII GVV4Z879SP
EPA CompTox DTXSID6048967

Structure

InChI Key GZKLJWGUPQBVJQ-UHFFFAOYSA-N
Smiles O=C1NCCN1CCN1CCC(c2cn(-c3ccc(F)cc3)c3ccc(Cl)cc23)CC1
InChI
InChI=1S/C24H26ClFN4O/c25-18-1-6-23-21(15-18)22(16-30(23)20-4-2-19(26)3-5-20)17-7-10-28(11-8-17)13-14-29-12-9-27-24(29)31/h1-6,15-17H,7-14H2,(H,27,31)

Physicochemical Descriptors

Property Name Value
Molecular Formula C24H26ClFN4O
Molecular Weight 440.95
AlogP 4.63
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 40.51
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 31.0

Pharmacology

Mechanism of Action Action Reference
Adrenergic receptor alpha-1 antagonist ANTAGONIST PubMed PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 3.7
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 2.7-14.79 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 3.4-3.4 - 0.33-1.8 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 4.1-4.1 - 0.45-210 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 0.51-570 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 0.39-0.48 - 0.2-56 -
Transporter Electrochemical transporter
- - - - 81.8
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 74
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bos taurus
- - - 0.37-0.37 -
Homo sapiens
- 2.7-14.79 - 0.2-5 3.7-74
Mesocricetus auratus
- - - 0.33-0.33 -
Rattus norvegicus
- - - 0.66-0.66 -
Staphylococcus aureus
- - - - 81.8
mesocricetus auratus (golden hamster)
- - - 0.33 -

Target Conservation

Protein: Dopamine D2 receptor
Description: D(2) dopamine receptor
Organism : Homo sapiens
P14416 ENSG00000149295
Protein: Adrenergic receptor alpha-1
Description: Alpha-1D adrenergic receptor
Organism : Homo sapiens
P25100 ENSG00000171873
Protein: Serotonin 2 receptors; 5-HT2a & 5-HT2c
Description: 5-hydroxytryptamine receptor 2A
Organism : Homo sapiens
P28223 ENSG00000102468
Protein: Serotonin 2 receptors; 5-HT2a & 5-HT2c
Description: 5-hydroxytryptamine receptor 2C
Organism : Homo sapiens
P28335 ENSG00000147246
Protein: Adrenergic receptor alpha-1
Description: Alpha-1A adrenergic receptor
Organism : Homo sapiens
P35348 ENSG00000120907
Protein: Adrenergic receptor alpha-1
Description: Alpha-1B adrenergic receptor
Organism : Homo sapiens
P35368 ENSG00000170214

Cross References

Resources Reference
ChEBI 9122
ChEMBL CHEMBL12713
DrugBank DB06144
DrugCentral 2435
FDA SRS GVV4Z879SP
Human Metabolome Database HMDB0015618
Guide to Pharmacology 98
KEGG C07567
PharmGKB PA164784002
SureChEMBL SCHEMBL112092
ZINC ZINC000000538337
CONTENTS