Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1254766

DEXTRORPHAN
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CN1CC[C@@]23CCCC[C@@H]2[C@@H]1Cc1ccc(O)cc13
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1254766
Name DEXTRORPHAN
Phase Phase II
Structure Type MOL
InChI Key JAQUASYNZVUNQP-PVAVHDDUSA-N

Known Names

D-levorphanol Dextro-dromoran Dextrorfano Dextrorphan Dextrorphane Ent-17-methylmorphinan-3-ol Levorphanol d-form RO 1-6794 RO-1-6794
7
Targets
10
Activities
3
Assay Types
12
PK Parameters
20
Publications
9
Known Names

Molecular Properties

257.4
MW (Da)
3.08
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.77
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -orphan
USAN Year 1994

Extended Properties

Molecular Formula C17H23NO
MW 257.38
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 1.58

Activity Summary

EC50 4 meas. best 5.41
IC50 4 meas. best 6.61
Ki 2 meas. best 6.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate [NMDA] receptor
CHEMBL2094124
 Ki 6.66 6.66 220.0 1
Glutamate NMDA receptor; GRIN1/GRIN2B
CHEMBL1907603
 IC50 6.61 6.61 246.0 1
Glutamate NMDA receptor; GRIN1/GRIN2A
CHEMBL1907604
 IC50 5.89 5.89 1300.0 1
Mas-related G-protein coupled receptor member X2
CHEMBL5849
 EC50 5.41 5.345 3890.4 4
Solute carrier family 22 member 1
CHEMBL5685
 IC50 5.22 5.22 6000.0 1
Sodium channel alpha subunits; brain (Types I, II, III)
CHEMBL2096682
 IC50 4.75 4.75 18000.0 1
Acetylcholinesterase
CHEMBL4078
 Ki 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 12.0 mL.min-1.g-1 Homo sapiens
CL 11.0 mL.min-1.g-1 Homo sapiens
CL 2.9 mL.min-1.g-1 Homo sapiens
CL 2.9 mL.min-1.g-1 Homo sapiens
CL 0.95 mL.min-1.g-1 Homo sapiens
CL 0.88 mL.min-1.g-1 Homo sapiens
Fu 0.55 - Homo sapiens
Fu 0.88 - Homo sapiens
Fu 0.55 - Homo sapiens
Fu 1.0 - Homo sapiens
Fu 0.55 - Homo sapiens
Fu 1.0 - Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate [NMDA] receptor Ki = 220.0 nM 6.66 The compound was tested for its ability to block PCP N-methyl-D-aspartate glutam... 9464369
Glutamate NMDA receptor; GRIN1/GRIN2B IC50 = 246.0 nM 6.61 Antagonist activity at NR1/2B receptor expressed in xenopus laevis at pH 6.9 by ... 18540667
Glutamate NMDA receptor; GRIN1/GRIN2A IC50 = 1300.0 nM 5.89 Antagonist activity at NR1/NR2A receptor (unknown origin) expressed in Xenopus l... 24630693
Mas-related G-protein coupled receptor member X2 EC50 = 3890.45 nM 5.41 Agonist activity at N-terminal Flag-tagged human MRGPRX2 receptor expressed in t... 28288109
Mas-related G-protein coupled receptor member X2 EC50 = 4168.69 nM 5.38 Agonist activity at MRGPRX2 (unknown origin) expressed in HTLA cells assessed as... 28288109
Mas-related G-protein coupled receptor member X2 EC50 = 4300.0 nM 5.37 Agonist activity at MRGPRX2 (unknown origin) expressed in HTLA cells assessed as... 28288109
Mas-related G-protein coupled receptor member X2 EC50 = 6000.0 nM 5.22 Agonist activity at N-terminal Flag-tagged human MRGPRX2 receptor expressed in t... 28288109
Solute carrier family 22 member 1 IC50 = 6000.0 nM 5.22 Inhibition of human OCT1 expressed in HEK293 cells assessed as reduction in ASP+... 31597043
Sodium channel alpha subunits; brain (Types I, II, III) IC50 = 18000.0 nM 4.75 Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on vol... 2579237
Acetylcholinesterase Ki = 20000.0 nM 4.7 Inhibition of electric eel AChE by Ellman's method 20580236

Literature References

PubMed DOI Target Context # Activities
22010218 10.1124/dmd.111.042200 Liver microsome 18
28288109 10.1038/nchembio.2334 Mas-related G-protein coupled receptor member X2 8
31597043 10.1021/acs.jmedchem.9b01301 Solute carrier family 22 member 1 5
28288109 10.1038/nchembio.2334 Unchecked 2
2579237 10.1021/jm00381a019 Sodium channel alpha subunits; brain (Types I, II, III) 2
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A8 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 2B15 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A1 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A3 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A4 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1-6 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A7 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A9 1
22010218 10.1124/dmd.111.042200 UDP-glucuronosyltransferase 1A10 1
22010218 10.1124/dmd.111.042200 Homo sapiens 1
950661 10.1021/jm00228a029 Unchecked 1
24630693 10.1016/j.bmc.2014.02.049 Glutamate NMDA receptor; GRIN1/GRIN2A 1
- 10.1007/s00044-012-9977-1 Whole blood 1
20580236 10.1016/j.bmc.2010.05.071 Acetylcholinesterase 1
18540667 10.1021/jm7011694 Glutamate NMDA receptor; GRIN1/GRIN2B 1

Data from ChEMBL 36 via Core Engine