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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL109
CHEMBL109
Compound Name VALPROIC ACID
ChEMBL Synonyms EPILIM CHRONO 300 | Depakote ER | DIVALPROEX SODIUM | ABBOTT-50711 | EPILIM IV | 44089 | ORFIRIL | DEPAKOTE | DEPAKOTE CP | Magnesium Valproate | Depakote | EPILIM | EPILIM 200 | CONVULEX | A-44090 | ABBOTT 44090 | ORLEPT | EPISENTA | EPILIM CHRONO 500 | EPILIM CHRONO 200 | DELEPSINE | ABBOTT-44090 | DEPAKOTE ER | STAVZOR | EPILIM CHRONOSPHERE | Depakote CP | DEPAKINE | SODIUM VALPROATE | DEPACON | VALPROATE SEMISODIUM | VALPROATE SODIUM | KENTILIM | EPILIM 500 | SEMISODIUM VALPROATE | VALPROIC ACID | DEPAKENE
Max Phase 4 (Approved)
Trade Names DIVALPROEX SODIUM | Depakote ER | EPILIM CHRONO 300 | EPILIM IV | DEPAKOTE ER | DELEPSINE | EPILIM CHRONO 200 | EPILIM CHRONO 500 | EPISENTA | ORLEPT | STAVZOR | DEPAKINE | Depakote CP | EPILIM CHRONOSPHERE | DEPACON | ORFIRIL | EPILIM 500 | KENTILIM | VALPROATE SODIUM | DEPAKENE | VALPROIC ACID | DEPAKOTE CP | CONVULEX | Depakote | EPILIM | EPILIM 200 | DEPAKOTE
Molecular Formula C8H16O2

Additional synonyms for CHEMBL109 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCCC(CCC)C(=O)O
Standard InChI InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9, ...
Download InChI
Standard InChI Key NIJJYAXOARWZEE-UHFFFAOYSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • HeCaToS Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL109

Molecule Features

CHEMBL109 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Succinate semialdehyde dehydrogenase inhibitor Succinate semialdehyde dehydrogenase PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AlcoholismD000437EFO:0003829alcohol dependence3ClinicalTrials
GlioblastomaD005909EFO:0000519glioblastoma multiforme2ClinicalTrials
ClinicalTrials
AstrocytomaD001254EFO:0002499anaplastic astrocytoma1ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Epilepsy, AbsenceD0048324DailyMed
DailyMed
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia2ClinicalTrials
SarcomaD012509EFO:0000691sarcoma1ClinicalTrials
Thyroid NeoplasmsD013964EFO:0003841thyroid neoplasm2ClinicalTrials
Autistic DisorderD001321EFO:0003758autism3ClinicalTrials
ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder4ClinicalTrials
ClinicalTrials
DailyMed
ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma1ClinicalTrials
ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder3ClinicalTrials
ClinicalTrials
Rubinstein-Taybi SyndromeD012415Orphanet:783Rubinstein-Taybi syndrome2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
MedulloblastomaD008527EFO:0002939medulloblastoma1ClinicalTrials
Nasopharyngeal NeoplasmsD009303EFO:0004252nasopharyngeal neoplasm1ClinicalTrials
Retinitis PigmentosaD012174Orphanet:791Retinitis pigmentosa2ClinicalTrials
SarcomaD012509EFO:1001968soft tissue sarcoma1ClinicalTrials
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis3ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury1ClinicalTrials
ClinicalTrials
Burkitt LymphomaD002051EFO:0000309Burkitts lymphoma1ClinicalTrials
GliomaD005910EFO:0000326central nervous system cancer1ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL PositiveD015464EFO:0000339chronic myelogenous leukemia2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
ClinicalTrials
Mood DisordersD019964EFO:0004247mood disorder2ClinicalTrials
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
ClinicalTrials
ClinicalTrials
Carcinoma, Squamous CellD002294EFO:0000181head and neck squamous cell carcinoma2ClinicalTrials
Muscular Atrophy, SpinalD009134Orphanet:83419Proximal spinal muscular atrophy type 32ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma1ClinicalTrials
Supranuclear Palsy, ProgressiveD013494Orphanet:683Progressive supranuclear palsy2ClinicalTrials
AlopeciaD000505EFO:0004191androgenetic alopecia2ClinicalTrials
Carcinoma, Non-Small-Cell LungD002289EFO:0003060non-small cell lung carcinoma1ClinicalTrials
EpilepsyD004827EFO:0000474epilepsy4ClinicalTrials
DailyMed
ClinicalTrials
ATC
ClinicalTrials
DailyMed
Glycogen Storage Disease Type VD006012Orphanet:368Glycogen storage disease due to muscle glycogen phosphorylase deficiency2ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia2ClinicalTrials
ClinicalTrials
NeuralgiaD009437EFO:0005762neuropathic pain2ClinicalTrials
ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Epilepsy, Complex PartialD017029EFO:1000877complex partial epilepsy4DailyMed
DailyMed
LeukemiaD007938EFO:0000565leukemia2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Small Cell Lung CarcinomaD055752EFO:0000702small cell lung carcinoma2ClinicalTrials
Urinary Bladder NeoplasmsD001749EFO:0000292bladder carcinoma0ClinicalTrials
EpendymomaD004806EFO:1000028ependymoma2ClinicalTrials
Psychomotor AgitationD0115953ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia2ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma1ClinicalTrials
Lymphoma, Mantle-CellD020522EFO:1001469Mantle cell lymphoma1ClinicalTrials
Pancreatic NeoplasmsD010190EFO:0002618pancreatic carcinoma2ClinicalTrials
Paraparesis, Tropical SpasticD015493EFO:0007527tropical spastic paraparesis3ClinicalTrials
SeizuresD012640HP:0001250Seizures3ClinicalTrials
ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer1ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm1ClinicalTrials
ClinicalTrials
Huntington DiseaseD006816Orphanet:399Huntington disease2ClinicalTrials
Scleroderma, SystemicD012595EFO:0000717systemic scleroderma1ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder3ClinicalTrials

Clinical Data

ClinicalTrials.gov VALPROIC ACID
The Cochrane Collaboration VALPROIC ACID

Metabolites for CHEMBL109

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
144.2 144.115 2.29 5 37.3 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.82 - 2.58 .02 0 10 0.64

Structural Alerts

There are 1 structural alerts for CHEMBL109. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N03 - ANTIEPILEPTICS
N03A - ANTIEPILEPTICS
N03AG - Fatty acid derivatives
N03AG01 - valproic acid

ChemSpider ChemSpider:NIJJYAXOARWZEE-UHFFFAOYSA-N
DailyMed divalproex sodium valproate sodium valproic acid
PubChem SID: 144204642 SID: 144209161 SID: 144210920 SID: 170465446 SID: 17389523 SID: 26752921 SID: 399407 SID: 90341449
Wikipedia Valproic_acid

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL109



ACToR 99-66-1
Atlas valproic acid
BindingDB 50003616
Brenda 104648 2424 107471
ChEBI 39867
ChemicalBook CB7149528
DrugBank DB00313
DrugCentral 2803
eMolecules 593399
EPA CompTox Dashboard DTXSID6023733
FDA SRS 614OI1Z5WI
Guide to Pharmacology 7009
Human Metabolome Database HMDB0001877
IBM Patent System 9EF20D0A4E28DF158132347114C18E17
KEGG Ligand C07185
LINCS LSM-4620
LipidMaps LMFA01020291
Mcule MCULE-7136317196
MolPort MolPort-001-791-895
NIH Clinical Collection SAM002564230
Nikkaji J4.972G
NMRShiftDB 20200678
PDBe 2PP
PharmGKB PA451846
PubChem 3121
PubChem: Drugs of the Future 12015354
PubChem: Thomson Pharma 15321539
SureChEMBL SCHEMBL2275
ZINC ZINC000003008621

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