SB-649868

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII 1L1V1K2M4V
EPA CompTox DTXSID90191491

Structure

InChI Key ZJXIUGNEAIHSBI-IBGZPJMESA-N
Smiles Cc1nc(C(=O)N2CCCC[C@H]2CNC(=O)c2cccc3occc23)c(-c2ccc(F)cc2)s1
InChI
InChI=1S/C26H24FN3O3S/c1-16-29-23(24(34-16)17-8-10-18(27)11-9-17)26(32)30-13-3-2-5-19(30)15-28-25(31)21-6-4-7-22-20(21)12-14-33-22/h4,6-12,14,19H,2-3,5,13,15H2,1H3,(H,28,31)/t19-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H24FN3O3S
Molecular Weight 477.56
AlogP 5.43
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 75.44
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 34.0

Bioactivity

Mechanism of Action Action Reference
Orexin receptor 1 antagonist ANTAGONIST PubMed
Protein: Orexin receptor 1
Description: Orexin/Hypocretin receptor type 1
Organism : Homo sapiens
O43613 ENSG00000121764
Protein: Orexin receptor 2
Description: Orexin receptor type 2
Organism : Homo sapiens
O43614 ENSG00000137252
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Orexin receptor
- - - 0-9 -
Assay Description Organism Bioactivity Reference
Antagonist activity against human orexin 1 receptor expressed in CHO cells assessed as effect in calcium mobilization by FLIPR assay Homo sapiens 0.3162 nM
Antagonist activity against human orexin 2 receptor expressed in CHO cells assessed as effect in calcium mobilization by FLIPR assay Homo sapiens 0.3981 nM
Antagonist activity at recombinant human OX1R expressed in CHO cells by FLIPR calcium based functional assay Homo sapiens 0.3162 nM
Antagonist activity at recombinant human OX2R expressed in CHO cells by FLIPR calcium based functional assay Homo sapiens 0.3981 nM
Antagonist activity at recombinant rat OX1R expressed in CHO cells by FLIPR calcium based functional assay Rattus norvegicus 0.1175 nM
Antagonist activity at recombinant rat OX2R expressed in CHO cells by FLIPR calcium based functional assay Rattus norvegicus 0.07762 nM
Displacement of [3H]almorexant from recombinant human OX1R expressed in CHO cells Homo sapiens 0.7586 nM
Displacement of [3H]almorexant from recombinant human OX2R expressed in CHO cells Homo sapiens 1.288 nM
Binding affinity to orexin receptor 1 (unknown origin) Homo sapiens 0.3 nM
Binding affinity to orexin receptor 2 (unknown origin) Homo sapiens 0.4 nM
Displacement of [125I]-Orexin A from human OX2R expressed in CHO cells after 30 mins by topcount analysis Homo sapiens 8.5 nM

Cross References

Resources Reference
ChEMBL CHEMBL1272307
DrugBank DB14822
FDA SRS 1L1V1K2M4V
Guide to Pharmacology 4461
PubChem 25195495
SureChEMBL SCHEMBL8045969
CONTENTS