CYCLOSERINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1964)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: J04AB01
UNII: 95IK5KI84Z

Structure
InChI Key DYDCUQKUCUHJBH-UWTATZPHSA-N
Smile N[C@@H]1CONC1=O
InChI
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C3H6N2O2
Molecular Weight 102.09
AlogP -1.62
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 0.0
Polar Surface Area 64.35
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 7.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Alanine racemase inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Isomerase
- - - - 10
Enzyme Ligase
- 262000 - - -
Enzyme Transferase
- - - - 23.75-29.49
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -21.59--3.43
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
18000-19000 2300 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC36 family of proton-coupled amino acid transporters
- - - 4400000 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Schizophrenia 3 D012559 ClinicalTrials
Tuberculosis, Pulmonary 3 D014397 ClinicalTrials
Stress Disorders, Post-Traumatic 3 D013313 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Panic Disorder 3 D016584 ClinicalTrials
Smoking Cessation 3 D016540 ClinicalTrials
Autistic Disorder 3 D001321 ClinicalTrials
Phobic Disorders 3 D010698 ClinicalTrials
Phobia, Social 3 D000072861 ClinicalTrials
Asperger Syndrome 3 D020817 ClinicalTrials
Obsessive-Compulsive Disorder 3 D009771 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Psychotic Disorders 2 D011618 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Agoraphobia 2 D000379 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Pyelonephritis 2 D011704 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Motor Activity 2 D009043 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Alcohol Drinking 2 D000428 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Spinal Cord Injuries 1 D013119 ClinicalTrials
Sleep Apnea Syndromes 1 D012891 ClinicalTrials
Osteomyelitis 1 D010019 ClinicalTrials
Anxiety 1 D001007 ClinicalTrials
Tourette Syndrome 1 D005879 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 1 D029424 ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
37.5
Nervous system disorders
25.0
Injury, poisoning and procedural complications
9.38
General disorders and administration site conditions
6.25
Metabolism and nutrition disorders
6.25
Musculoskeletal and connective tissue disorders
6.25
Hepatobiliary disorders
3.12
Immune system disorders
3.12
Skin and subcutaneous tissue disorders
3.12

Cross References

Resources Reference
CAS NUMBER 68-41-7
ChEBI 40009
ChEMBL CHEMBL771
DrugBank DB03123
DrugCentral 759
EPA CompTox DTXSID8022870
FDA SRS 95IK5KI84Z
Human Metabolome Database HMDB14405
Guide to Pharmacology 9489
KEGG C08057
PDB 4AX
PubChem 6234
SureChEMBL SCHEMBL34322
ZINC ZINC000034676245
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