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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 CI-945 | GABAPENTIN | GOE-3450 | GOE 3450 | GRALISE | NEURONTIN
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

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
ABORTION, SPONTANEOUSD000022HP:0005268SPONTANEOUS ABORTION2
ALCOHOLISMD000437EFO:0003829ALCOHOL DEPENDENCE2
ANEMIA, SICKLE CELLD000755Orphanet:232SICKLE CELL ANEMIA2
CARPAL TUNNEL SYNDROMED002349EFO:0004143CARPAL TUNNEL SYNDROME3
DIABETIC NEPHROPATHIESD003928EFO:0000401DIABETIC NEPHROPATHY4
EPILEPSIES, PARTIALD004828EFO:0004263PARTIAL EPILEPSY3
EPILEPSYD004827EFO:0000474EPILEPSY4
EPILEPSY, COMPLEX PARTIALD017029EFO:1000877COMPLEX PARTIAL EPILEPSY4
FIBROMYALGIAD005356EFO:0005687FIBROMYALGIA3
INTERVERTEBRAL DISC DISPLACEMENTD007405EFO:0004994LUMBAR DISC DEGENERATION3
LIVER CIRRHOSISD008103EFO:0001422CIRRHOSIS OF LIVER3
MULTIPLE SCLEROSISD009103EFO:0003885MULTIPLE SCLEROSIS2
NEOPLASMSD009369EFO:0000616NEOPLASM2
NEURALGIAD009437EFO:0005762NEUROPATHIC PAIN4
OPIOID-RELATED DISORDERSD009293EFO:0005611OPIATE DEPENDENCE2
OSTEOARTHRITISD010003EFO:0002506OSTEOARTHRITIS4
PAIND010146EFO:0003843PAIN4
PREMATURE BIRTHD047928EFO:0003917PREMATURE BIRTH1
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA4
PRURITUSD011537HP:0000989PRURITUS1
PSYCHOTIC DISORDERSD011618EFO:0005407PSYCHOSIS1
SCOLIOSISD012600EFO:0004273SCOLIOSIS3
SLEEP INITIATION AND MAINTENANCE DISORDERSD007319EFO:0004698INSOMNIA4
SUBARACHNOID HEMORRHAGED013345EFO:0000713SUBARACHNOID HEMORRHAGE4
SUBSTANCE WITHDRAWAL SYNDROMED013375EFO:0004777ALCOHOL WITHDRAWAL4
SUBSTANCE-RELATED DISORDERSD019966EFO:0003890DRUG DEPENDENCE1
TINNITUSD014012HP:0000360TINNITUS2
TOBACCO USE DISORDERD014029EFO:0003768NICOTINE DEPENDENCE2
VOMITINGD014839HP:0002013VOMITING3

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

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
ChEBI 42797
DrugBank DB00996
DrugCentral 1264
eMolecules 538632
EPA CompTox Dashboard DTXSID0020074
FDA SRS 6CW7F3G59X
Guide to Pharmacology 5483
Human Metabolome Database HMDB05015
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 ZINC00004949

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