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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL940
CHEMBL940
Compound Name GABAPENTIN
ChEMBL Synonyms NEURONTIN | Gabapentin | GOE 3450 | CI-945 | GRALISE | GOE-3450
Max Phase 4 (Approved)
Trade Names NEURONTIN | GRALISE | Gabapentin
Molecular Formula C9H17NO2

Additional synonyms for CHEMBL940 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES NCC1(CC(=O)O)CCCCC1
Standard InChI InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H ...
Download InChI
Standard InChI Key UGJMXCAKCUNAIE-UHFFFAOYSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL940

Molecule Features

CHEMBL940 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N 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 ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
ALCOHOLISMD000437EFO:0003829ALCOHOL DEPENDENCE2ClinicalTrials
EPILEPSIES, PARTIALD004828EFO:0004263PARTIAL EPILEPSY3ClinicalTrials
NEOPLASMSD009369EFO:0000616NEOPLASM2ClinicalTrials
PREMATURE BIRTHD047928EFO:0003917PREMATURE BIRTH1ClinicalTrials
TOBACCO USE DISORDERD014029EFO:0003768NICOTINE DEPENDENCE2ClinicalTrials
CARPAL TUNNEL SYNDROMED002349EFO:0004143CARPAL TUNNEL SYNDROME3ClinicalTrials
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN1ClinicalTrials
SLEEP INITIATION AND MAINTENANCE DISORDERSD007319EFO:0004698INSOMNIA3ClinicalTrials
INTERVERTEBRAL DISC DISPLACEMENTD007405EFO:0004994LUMBAR DISC DEGENERATION3ClinicalTrials
PSYCHOTIC DISORDERSD011618EFO:0005407PSYCHOSIS1ClinicalTrials
EPILEPSYD004827EFO:0000474EPILEPSY4ATC
ClinicalTrials
OPIOID-RELATED DISORDERSD009293EFO:0005611OPIOID DEPENDENCE2ClinicalTrials
TINNITUSD014012HP:0000360TINNITUS2ClinicalTrials
DIABETIC NEUROPATHIESD003929EFO:1000783DIABETIC NEUROPATHY3ClinicalTrials
FIBROMYALGIAD005356EFO:0005687FIBROMYALGIA3ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
PRURITUSD011537HP:0000989PRURITUS1ClinicalTrials
VOMITINGD014839HP:0002013VOMITING3ClinicalTrials
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA2ClinicalTrials
SCOLIOSISD012600EFO:0004273SCOLIOSIS3ClinicalTrials
ABORTION, SPONTANEOUSD000022HP:0005268SPONTANEOUS ABORTION2ClinicalTrials
PAIND010146EFO:0003843PAIN3ClinicalTrials
LIVER CIRRHOSISD008103EFO:0001422CIRRHOSIS OF LIVER3ClinicalTrials
SUBSTANCE-RELATED DISORDERSD019966EFO:0003890DRUG DEPENDENCE1ClinicalTrials

Clinical Data

ClinicalTrials.gov GABAPENTIN
The Cochrane Collaboration GABAPENTIN

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 CHEMBL940. 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.


10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3985 Voltage-dependent calcium channel alpha2delta subunit Sus scrofa 1.000

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
171.2 171.1259 -1.49 3 63.31 ZWITTERION


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 3 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.73 10.27 1.08 -1.42 0 12 0.54

Structural Alerts

There are no structural alerts for CHEMBL940

Compound Cross References

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

ChemSpider ChemSpider:UGJMXCAKCUNAIE-UHFFFAOYSA-N
DailyMed gabapentin
PubChem SID: 104171164 SID: 11112806 SID: 11113327 SID: 124880194 SID: 144203708 SID: 170464715 SID: 50103936 SID: 855579 SID: 90340599
Wikipedia Gabapentin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL940



ACToR 60142-96-3
BindingDB 50080153
Brenda 9643
ChEBI 42797
DrugBank DB00996
DrugCentral 1264
eMolecules 538632
EPA CompTox Dashboard DTXSID0020074
FDA SRS 6CW7F3G59X
Guide to Pharmacology 5483
Human Metabolome Database HMDB0005015
IBM Patent System 3D3972D80399A1799CAD32DAAFB4153C
LINCS LSM-5716
Mcule MCULE-5392848565
Nikkaji J39.388F
PDBe GBN
PharmGKB PA449720
PubChem 6919078 3446
PubChem: Drugs of the Future 12012796
PubChem: Thomson Pharma 15171186
Selleck Gabapentin(Neurontin)
SureChEMBL SCHEMBL8343
ZINC ZINC000000004949

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