PREGABALIN

/static/temp/default.svg Search structure
Trade Names
Synonyms
Status
Molecule Category Free-form
ATC N03AX16
UNII 55JG375S6M
EPA CompTox DTXSID1045950

Structure

InChI Key AYXYPKUFHZROOJ-ZETCQYMHSA-N
Smiles CC(C)C[C@H](CN)CC(=O)O
InChI
InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)/t7-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H17NO2
Molecular Weight 159.23
AlogP 1.08
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 5.0
Polar Surface Area 63.32
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 11.0

Pharmacology

Mechanism of Action Action Reference
Voltage-gated calcium channel modulator MODULATOR FDA PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Auxiliary transport protein Calcium channel auxiliary subunit alpha2delta family
- 73-80 - 19-99 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 43
Ion channel Ligand-gated ion channel P2X receptor
- - - - 31
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 101.4-120.58
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cricetulus griseus
- - - - 101.4-120.58
Homo sapiens
- - - 19-99 43
Rattus norvegicus
- 37 - - 31-92
Sus scrofa
- 73-80 - 19 -

Target Conservation

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

Related Entries

Cross References

Resources Reference
CAS NUMBER 148553-50-8
ChEBI 64356
ChEMBL CHEMBL1059
DrugBank DB00230
DrugCentral 2255
FDA SRS 55JG375S6M
Human Metabolome Database HMDB0014375
Guide to Pharmacology 5484
KEGG D02716
PharmGKB PA164754814
PubChem 5486971
SureChEMBL SCHEMBL17510367
ZINC ZINC000000005152
CONTENTS