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 ISBN PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Isomerase
- - - - 10
Ion channel Ligand-gated ion channel Ionotropic glutamate receptor NMDA receptor
18100 2300 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Asperger Syndrome 3 D020817 ClinicalTrials
Phobia, Social 3 D000072861 ClinicalTrials
Stress Disorders, Post-Traumatic 3 D013313 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Panic Disorder 3 D016584 ClinicalTrials
Phobic Disorders 3 D010698 ClinicalTrials
Obsessive-Compulsive Disorder 3 D009771 ClinicalTrials
Autistic Disorder 3 D001321 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Smoking Cessation 3 D016540 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Alcohol Drinking 2 D000428 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Psychotic Disorders 2 D011618 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Agoraphobia 2 D000379 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Sleep Apnea Syndromes 1 D012891 ClinicalTrials
Anxiety 1 D001007 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 0 D029424 ClinicalTrials
Osteomyelitis 0 D010019 ClinicalTrials
Tourette Syndrome 0 D005879 ClinicalTrials

Adverse Reactions

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 DB00260
DrugCentral 759
EPA CompTox DTXSID8022870
FDA SRS 95IK5KI84Z
Human Metabolome Database HMDB0014405
Guide to Pharmacology 9489
KEGG C08057
PDB 4AX
PubChem 6234
SureChEMBL SCHEMBL34322
ZINC ZINC000034676245