GABAPENTIN ENACARBIL


Trade Names	HORIZANT
Synonyms	ASP-8825 ASP8825 GSK1838262 Gabapentin enacarbil Gabapentin encarbil Gsk-1838262 Horizant XP 13512 XP-13512 XP13512
Status
Molecule Category	UNKNOWN
UNII	75OCL1SPBQ


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	TZDUHAJSIBHXDL-UHFFFAOYSA-N
Smiles	CC(OC(=O)NCC1(CC(=O)O)CCCCC1)OC(=O)C(C)C
InChI	InChI=1S/C16H27NO6/c1-11(2)14(20)22-12(3)23-15(21)17-10-16(9-13(18)19)7-5-4-6-8-16/h11-12H,4-10H2,1-3H3,(H,17,21)(H,18,19)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C16H27NO6
Molecular Weight	329.39
AlogP	2.68
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	7.0
Polar Surface Area	101.93
Molecular species	ACID
Aromatic Rings	0.0
Heavy Atoms	23.0

Bioactivity

Mechanism of Action	Action	Reference
Voltage-gated calcium channel modulator	MODULATOR	PubMed FDA


Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit beta-4 Organism : Homo sapiens O00305 ENSG00000182389











Protein: Voltage-gated calcium channel Description: Voltage-dependent P/Q-type calcium channel subunit alpha-1A Organism : Homo sapiens O00555 ENSG00000141837











Protein: Voltage-gated calcium channel Description: Voltage-dependent T-type calcium channel subunit alpha-1G Organism : Homo sapiens O43497 ENSG00000006283











Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-3 subunit Organism : Homo sapiens O60359 ENSG00000006116










Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit alpha-1F Organism : Homo sapiens O60840 ENSG00000102001











Protein: Voltage-gated calcium channel Description: Voltage-dependent T-type calcium channel subunit alpha-1H Organism : Homo sapiens O95180 ENSG00000196557










Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-7 subunit Organism : Homo sapiens P62955 ENSG00000105605











Protein: Voltage-gated calcium channel Description: Voltage-dependent N-type calcium channel subunit alpha-1B Organism : Homo sapiens Q00975 ENSG00000148408











Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit alpha-1D Organism : Homo sapiens Q01668 ENSG00000157388











Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit beta-1 Organism : Homo sapiens Q02641 ENSG00000067191











Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit beta-2 Organism : Homo sapiens Q08289 ENSG00000165995











Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit alpha-1S Organism : Homo sapiens Q13698 ENSG00000081248











Protein: Voltage-gated calcium channel Description: Voltage-dependent L-type calcium channel subunit alpha-1C Organism : Homo sapiens Q13936 ENSG00000151067











Protein: Voltage-gated calcium channel Description: Voltage-dependent R-type calcium channel subunit alpha-1E Organism : Homo sapiens Q15878 ENSG00000198216











Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel subunit alpha-2/delta-4 Organism : Homo sapiens Q7Z3S7 ENSG00000151062











Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel subunit alpha-2/delta-3 Organism : Homo sapiens Q8IZS8 ENSG00000157445











Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-8 subunit Organism : Homo sapiens Q8WXS5 ENSG00000142408










Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-6 subunit Organism : Homo sapiens Q9BXT2 ENSG00000130433










Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel subunit alpha-2/delta-2 Organism : Homo sapiens Q9NY47 ENSG00000007402











Protein: Voltage-gated calcium channel Description: Voltage-dependent T-type calcium channel subunit alpha-1I Organism : Homo sapiens Q9P0X4 ENSG00000100346











Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-4 subunit Organism : Homo sapiens Q9UBN1 ENSG00000075461










Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-5 subunit Organism : Homo sapiens Q9UF02 ENSG00000075429










Protein: Voltage-gated calcium channel Description: Voltage-dependent calcium channel gamma-2 subunit Organism : Homo sapiens Q9Y698 ENSG00000166862

Assay Description	Organism	Bioactivity
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	0.03 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	2.721 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.07 %	Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.07 %

Cross References

Resources	Reference
ChEBI	68840
ChEMBL	CHEMBL1628502
DrugBank	DB08872
DrugCentral	4177
FDA SRS	75OCL1SPBQ
Guide to Pharmacology	7560
PubChem	9883933
SureChEMBL	SCHEMBL25455

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