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Compound Detail

CHEMBL1201776

TAPENTADOL
💊 Approved Drug
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💊 Approved Drug
CC[C@@H](c1cccc(O)c1)[C@@H](C)CN(C)C

Basic Information

ChEMBL ID CHEMBL1201776
Name TAPENTADOL
Phase Approved
Structure Type MOL
InChI Key KWTWDQCKEHXFFR-SMDDNHRTSA-N
Therapeutic ✓ Yes

Known Names

BN 200 (BASE) BN-200 CG-5503 CG5503 CG5503 (BASE) CG5503 IR NSC-759619 Tapentadol
2
Targets
3
Activities
3
Assay Types
3
PK Parameters
8
Publications
8
Known Names
13
Indications

Molecular Properties

221.3
MW (Da)
3.08
ALogP
2
HBA
1
HBD
23.5
PSA (Ų)
0.83
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2008
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning Natural Product
USAN Stem -adol
USAN Year 2005

Extended Properties

Molecular Formula C14H23NO
MW 221.34
Aromatic Rings 1
Heavy Atoms 16
NP-Likeness -0.02

Indications

Pain Back Pain Chronic Pain Diabetic Neuropathies Diabetic Neuropathies Hallux Valgus Joint Diseases Low Back Pain Neoplasms Neuralgia Osteoarthritis Osteoarthritis, Hip Osteoarthritis, Knee

ATC Classification

N02AX06
tapentadol
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

EC50 1 meas. best 6.17
IC50 1 meas. best 4.66
Ki 1 meas. best 6.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL233
Ki 6.8 6.8 160.0 1
Mu-type opioid receptor
CHEMBL233
EC50 6.17 6.17 670.0 1
Solute carrier family 22 member 1
CHEMBL5685
IC50 4.66 4.66 21890.0 1

Pharmacokinetic Data

Parameter Value Units Species
Cmax 290.0 nM Homo sapiens
Cmax 100.0 nM Homo sapiens
Cmax 1100.0 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31597043 10.1021/acs.jmedchem.9b01301 ADMET 9
31597043 10.1021/acs.jmedchem.9b01301 Unchecked 6
31597043 10.1021/acs.jmedchem.9b01301 Solute carrier family 22 member 1 4
24900459 10.1021/ml200268w Mu-type opioid receptor 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
31597043 10.1021/acs.jmedchem.9b01301 No relevant target 1

Data from ChEMBL 36 via Core Engine