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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1628502
CHEMBL1628502
Compound Name GABAPENTIN ENACARBIL
ChEMBL Synonyms XP13512 | GABAPENTIN ENACARBIL | HORIZANT
Max Phase 4 (Approved)
Trade Names HORIZANT
Molecular Formula C16H27NO6

Additional synonyms for CHEMBL1628502 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)C(=O)OC(C)OC(=O)NCC1(CC(=O)O)CCCCC1
Standard InChI InChI=1S/C16H27NO6/c1-11(2)14(20)22-12(3)23-15(21)17-10-16(9 ...
Download InChI
Standard InChI Key TZDUHAJSIBHXDL-UHFFFAOYSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1628502

Molecule Features

CHEMBL1628502 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Voltage-gated calcium channel modulator Voltage-gated calcium channel FDA PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Neuralgia, PostherpeticD0514744DailyMed
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome4ClinicalTrials
DailyMed
EpilepsyD004827EFO:0000474epilepsy4ATC
AlcoholismD000437EFO:0003829alcohol dependence2ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials

Clinical Data

ClinicalTrials.gov GABAPENTIN ENACARBIL
The Cochrane Collaboration GABAPENTIN ENACARBIL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1628502. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 0.930
CHEMBL4106 Cathepsin D Bos taurus 0.807
CHEMBL268 Cathepsin K Homo sapiens 0.557
CHEMBL2676 Endothelin-converting enzyme 1 Rattus norvegicus 0.359
CHEMBL3349 Cathepsin K Oryctolagus cuniculus 0.357

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3985 Voltage-dependent calcium channel alpha2delta subunit Sus scrofa 1.000
CHEMBL4893 Hepatitis C virus NS3 protease/helicase Hepatitis C virus 0.916
CHEMBL3636 Neuromedin B receptor Homo sapiens 0.866
CHEMBL4106 Cathepsin D Bos taurus 0.804
CHEMBL3349 Cathepsin K Oryctolagus cuniculus 0.561
CHEMBL1907 Aminopeptidase N Homo sapiens 0.550
CHEMBL2524 Alpha-galactosidase A Homo sapiens 0.310
CHEMBL268 Cathepsin K Homo sapiens 0.238
CHEMBL3795 Melanocortin receptor 1 Homo sapiens 0.206

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
329.4 329.1838 2.68 7 101.93 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 7 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.72 - 2.66 .02 0 23 0.55

Structural Alerts

There are 7 structural alerts for CHEMBL1628502. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AX - Other antiepileptics
N03AX12 - gabapentin

ChemSpider ChemSpider:TZDUHAJSIBHXDL-UHFFFAOYSA-N
DailyMed gabapentin enacarbil

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1628502



ACToR 478296-72-9
ChEBI 68840
DrugBank DB08872
DrugCentral 4177
Guide to Pharmacology 7560
IBM Patent System 238FB862210FBAAB3E1F3DD151FA2578
MolPort MolPort-039-063-128
Nikkaji J3.209.908D
PubChem 9883933
PubChem: Drugs of the Future 22395865
PubChem: Thomson Pharma 14850951
SureChEMBL SCHEMBL25455

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/TZDUHAJSIBHXDL-UHFFFAOYSA-N spacer
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