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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL771
CHEMBL771
Compound Name CYCLOSERINE
ChEMBL Synonyms CYCLOSERINE | SEROMYCIN
Max Phase 4 (Approved)
Trade Names SEROMYCIN
Molecular Formula C3H6N2O2

Additional synonyms for CHEMBL771 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@@H]1CONC1=O
Standard InChI InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/ ...
Download InChI
Standard InChI Key DYDCUQKUCUHJBH-UWTATZPHSA-N

Sources

  • British National Formulary
  • 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


CHEMBL771

Molecule Features

CHEMBL771 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Alanine racemase inhibitor Alanine racemase ISBN PubMed
D-alanylalanine synthetase inhibitor D-alanylalanine synthetase ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
PainD010146EFO:0003843pain2ClinicalTrials
Substance-Related DisordersD019966EFO:0003890drug dependence2ClinicalTrials
Cocaine-Related DisordersD019970EFO:0002610cocaine dependence2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Obsessive-Compulsive DisorderD009771EFO:0004242obsessive-compulsive disorder3ClinicalTrials
Opioid-Related DisordersD009293EFO:0005611opioid dependence2ClinicalTrials
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease0ClinicalTrials
StrokeD020521EFO:0000712stroke2ClinicalTrials
Tobacco Use DisorderD014029EFO:0003768nicotine dependence2ClinicalTrials
Autistic DisorderD001321EFO:0003758autism3ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder2ClinicalTrials
Stress Disorders, Post-TraumaticD013313EFO:0001358post-traumatic stress disorder3ClinicalTrials
AgoraphobiaD000379EFO:1001872agoraphobia2ClinicalTrials
AnxietyD001007EFO:0005230anxiety1ClinicalTrials
Sleep Apnea SyndromesD012891EFO:0003877sleep apnea1ClinicalTrials
Alcohol DrinkingD000428EFO:0004329alcohol drinking2ClinicalTrials
Panic DisorderD016584EFO:0004262panic disorder3ClinicalTrials
Wounds and InjuriesD014947EFO:0000546injury2ClinicalTrials
Phobia, SocialD000072861EFO:1001917social anxiety disorder3ClinicalTrials
Phobic DisordersD010698EFO:1001908phobic disorder3ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
OsteomyelitisD010019EFO:0003102osteomyelitis0ClinicalTrials
Smoking CessationD016540EFO:0004319smoking cessation3ClinicalTrials

Clinical Data

ClinicalTrials.gov CYCLOSERINE
The Cochrane Collaboration CYCLOSERINE

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
102.1 102.0429 -1.62 0 64.35 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 5.93 -2.99 -3 0 7 0.39

Structural Alerts

There are no structural alerts for CHEMBL771

Compound Cross References

ATC J - ANTIINFECTIVES FOR SYSTEMIC USE
J04 - ANTIMYCOBACTERIALS
J04A - DRUGS FOR TREATMENT OF TUBERCULOSIS
J04AB - Antibiotics
J04AB01 - cycloserine

ChemSpider ChemSpider:DYDCUQKUCUHJBH-UWTATZPHSA-N
DailyMed cycloserine
PubChem SID: 11110913 SID: 11110914 SID: 11110915 SID: 11112194 SID: 11112195 SID: 144203912 SID: 170465249 SID: 26719637 SID: 50106003 SID: 85231334 SID: 90341765
Wikipedia Cycloserine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL771



ACToR 68-41-7
BindingDB 50038178
Brenda 874 113267 41592
ChEBI 40009 74159
ChemicalBook CB9138759
DrugBank DB00260
DrugCentral 759
eMolecules 496004
EPA CompTox Dashboard DTXSID8022870
FDA SRS 95IK5KI84Z
Guide to Pharmacology 9489
Human Metabolome Database HMDB0014405
IBM Patent System 8A38BDA42FFDFFC1E6BEDAC16BEFFB79
KEGG Ligand C08057
LINCS LSM-5932
LipidMaps LMPK14000007
Mcule MCULE-6014142329 MCULE-4212827696
Metabolights MTBLC74159 MTBLC40009
MolPort MolPort-000-858-643
NIH Clinical Collection SAM002264599 SAM001247014
Nikkaji J8.592H
PDBe 4AX
PubChem 6234 51670069
PubChem: Drugs of the Future 12014545
PubChem: Thomson Pharma 15170469
Selleck D-Cycloserine
SureChEMBL SCHEMBL34322
ZINC ZINC000034676245

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