Structure

InChI Key UZHSEJADLWPNLE-GRGSLBFTSA-N
Smile C=CCN1CC[C@]23c4c5ccc(O)c4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5
InChI
InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H21NO4
Molecular Weight 327.38
AlogP 1.3
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 2.0
Polar Surface Area 70.0
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 24.0

Pharmacology

Primary Target
δ receptor
κ receptor

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Opioid-Related Disorders 3 D009293 ClinicalTrials
Substance Withdrawal Syndrome 3 D013375 ClinicalTrials
Sezary Syndrome 3 D012751 ClinicalTrials
Mycosis Fungoides 3 D009182 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Osteoarthritis 3 D010003 ClinicalTrials
Parkinson Disease 3 D010300 ClinicalTrials
Restless Legs Syndrome 3 D012148 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Epilepsy 3 D004827 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Substance-Related Disorders 3 D019966 ClinicalTrials
Heroin Dependence 3 D006556 ClinicalTrials
Opioid-Related Disorders 3 D009293 ClinicalTrials
Morphine Dependence 3 D009021 ClinicalTrials
Obesity 2 D009765 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Neuralgia 2 D009437 ClinicalTrials
Hypogonadism 2 D007006 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Pruritus 2 D011537 ClinicalTrials
Feeding and Eating Disorders 2 D001068 ClinicalTrials
Hepatitis C 1 D006526 ClinicalTrials
Intestinal Obstruction 1 D007415 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 465-65-6
ChEBI 7459
ChEMBL CHEMBL80
DrugBank DB01183
DrugCentral 1878
EPA CompTox DTXSID8023349
FDA SRS 36B82AMQ7N
Human Metabolome Database HMDB0015314
Guide to Pharmacology 1676
KEGG C07252
PharmGKB PA450586
PubChem 5284596
SureChEMBL SCHEMBL34284
ZINC ZINC000000389747