DARIGABAT

Search structure
Synonyms:
Status: Phase 2
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: O9BP19HZ3Q

Structure
InChI Key PTTQXDBPTFOCMT-UHFFFAOYSA-N
Smile CCn1cnc2c(-c3ccc(F)c(-c4ccc(S(=O)(=O)CC)cc4OC)c3)cnnc21
InChI
InChI=1S/C22H21FN4O3S/c1-4-27-13-24-21-18(12-25-26-22(21)27)14-6-9-19(23)17(10-14)16-8-7-15(11-20(16)30-3)31(28,29)5-2/h6-13H,4-5H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H21FN4O3S
Molecular Weight 440.5
AlogP 4.12
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 86.97
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 31.0

Pharmacology

Action Mechanism of Action Reference
AGONIST GABA-A receptor; anion channel agonist Other Other
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- 77000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 40000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 52000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 11000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 82000 - - -
Ion channel Ligand-gated ion channel GABA-A receptor
- - - 0-0 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 26800 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 21000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Epilepsy, Reflex 2 D020195 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Anxiety Disorders 2 D001008 ClinicalTrials
Seizures 2 D012640 ClinicalTrials
Panic Disorder 1 D016584 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEMBL CHEMBL3647536
FDA SRS O9BP19HZ3Q
Guide to Pharmacology 9798
SureChEMBL SCHEMBL15794150
ZINC ZINC000150064758
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