TRAMADOL

Search structure
Synonyms:
Status: Approved (1995)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N02AX02
UNII: 39J1LGJ30J

Structure
InChI Key TVYLLZQTGLZFBW-UHFFFAOYSA-N
Smile COc1cccc(C2(O)CCCCC2CN(C)C)c1
InChI
InChI=1S/C16H25NO2/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H25NO2
Molecular Weight 263.38
AlogP 2.63
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 32.7
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 19.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) 3.010 - EST
Atmospheric OH Rate Constant 1.47E-10 cm3/molecule-sec EST

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
1300 7600-7600 - 1600-2000 0
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 372-4300 - 198 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 52500 - - 60.2

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Osteoarthritis, Knee 3 D020370 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Fibromyalgia 3 D005356 ClinicalTrials
Neuralgia 3 D009437 ClinicalTrials
Abdominal Pain 3 D015746 ClinicalTrials
Diabetic Neuropathies 3 D003929 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
Opioid-Related Disorders 3 D009293 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Hip Fractures 2 D006620 ClinicalTrials
Substance Withdrawal Syndrome 2 D013375 ClinicalTrials
Rotator Cuff Injuries 2 D000070636 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Osteoarthritis 2 D010003 ClinicalTrials
Wounds and Injuries 2 D014947 ClinicalTrials
Uveal Melanoma 1 D000098943 ClinicalTrials
Pancreatitis 1 D010195 ClinicalTrials

Related Entries

Salt

Cross References

Resources Reference
CAS NUMBER 27203-92-5
ChEBI 75722
ChEMBL CHEMBL1237044
DrugBank DB00193
EPA CompTox DTXSID00860388
FDA SRS 39J1LGJ30J
Guide to Pharmacology 8286
PubChem 5523
SureChEMBL SCHEMBL57496
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