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Compound Detail

CHEMBL1330

MORPHINE GLUCURONIDE
🧪 Phase II
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🧪 Phase II
CN1CC[C@]23c4c5ccc(O)c4O[C@H]2[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)C=C[C@H]3[C@H]1C5
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1330
Name MORPHINE GLUCURONIDE
Phase Phase II
Structure Type MOL
InChI Key GNJCUHZOSOYIEC-GAROZEBRSA-N

Known Names

Glucuronide de morphine Glucuronido de morfina Morphine 6-.beta.-d-glucuronide Morphine 6-glucuronide Morphine 6-glucuronide(minor) Morphine glucuronide Morphine glucuronide, (-)- Morphine-6-glucuronide
4
Targets
24
Activities
2
Assay Types
8
PK Parameters
20
Publications
8
Known Names

Molecular Properties

461.5
MW (Da)
-0.89
ALogP
9
HBA
5
HBD
149.2
PSA (Ų)
0.36
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -onide

Extended Properties

Molecular Formula C23H27NO9
MW 461.47
Aromatic Rings 1
Heavy Atoms 33
NP-Likeness 2.40

Activity Summary

Ki 21 meas. best 8.82
EC50 3 meas. best 7.14

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mu-type opioid receptor
CHEMBL270
 Ki 8.82 8.2 1.5 2
Mu-type opioid receptor
CHEMBL233
 Ki 7.89 7.545 12.9 2
Unchecked
CHEMBL612545
 EC50 7.14 6.93 72.3 2
Unchecked
CHEMBL612545
 Ki 6.77 5.6833 170.0 3
Mas-related G-protein coupled receptor member X2
CHEMBL5849
 EC50 4.72 4.72 19054.6 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2584.69 ng.hr.mL-1 Rattus norvegicus
AUC 323.08 ng.hr.mL-1 Rattus norvegicus
CL 2.2 mL.min-1.kg-1 Homo sapiens
Fu 0.98 - Rattus norvegicus
Fu 0.87 - Rattus norvegicus
MRT 0.91 hr Homo sapiens
T1/2 1.4 hr Homo sapiens
Vd 0.98 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Mu-type opioid receptor Ki = 1.5 nM 8.82 mu-1 receptor binding affinity in rat brain by 3H [d-Ala2, d-Leu5] enkephalin di... 12643945
Mu-type opioid receptor Ki = 12.9 nM 7.89 Inhibition of [3H]-DAMGO binding to recombinant human Opioid receptor mu 1 15745801
Mu-type opioid receptor Ki = 26.0 nM 7.58 mu-2 receptor binding affinity in rat brain by 3H [d-Ala2, (N-Me)Phe4, Gly5-ol] ... 12643945
Mu-type opioid receptor Ki = 63.0 nM 7.2 Displacement of [3H]naloxone from MOR (unknown origin) expressed in human 293T c... 25494650
Unchecked EC50 = 72.3 nM 7.14 Stimulation of [35S]GTPcS binding against recombinant human opioid receptor mu 1 15745801
Unchecked Ki = 170.0 nM 6.77 Inhibition of [3H]DPDPE binding to recombinant human Opioid receptor delta 1 15745801
Unchecked EC50 = 190.0 nM 6.72 Stimulation of [35S]GTPcS binding against recombinant human opioid receptor delt... 15745801
Unchecked Ki = 4060.0 nM 5.39 Inhibition of [3H]U-69593 binding to recombinant human Opioid receptor kappa 1 15745801
Unchecked Ki = 12900.0 nM 4.89 Inhibition of [3H]DAMGO binding to Opioid receptor mu 1 15509180
Mas-related G-protein coupled receptor member X2 EC50 = 19054.61 nM 4.72 Agonist activity at MRGPRX2 (unknown origin) expressed in HTLA cells assessed as... 28288109

Literature References

PubMed DOI Target Context # Activities
8893832 10.1021/jm960073m No relevant target 15
2016703 10.1021/jm00108a005 No relevant target 13
15781124 10.1016/j.pharmthera.2004.10.013 UDP-glucuronosyltransferase 2B7 10
15509180 10.1021/jm049554t Unchecked 9
15745801 10.1016/j.bmcl.2005.01.072 Unchecked 8
28288109 10.1038/nchembio.2334 Mas-related G-protein coupled receptor member X2 4
18426954 10.1124/dmd.108.020479 ADMET 4
19764786 10.1021/jm901036q Plasma 4
- 10.1016/S0960-894X(01)80191-8 No relevant target 3
21149540 10.1124/dmd.110.035998 Brain 3
19351163 10.1021/jm8011245 Rattus norvegicus 3
12643945 10.1016/s0960-894x(03)00056-8 Mus musculus 2
25494650 10.1021/jm501535r ADMET 2
21149540 10.1124/dmd.110.035998 No relevant target 2
19764786 10.1021/jm901036q ADMET 2
15745801 10.1016/j.bmcl.2005.01.072 Opioid receptors; mu & delta 2
12643945 10.1016/s0960-894x(03)00056-8 Mu-type opioid receptor 2
19764786 10.1021/jm901036q Brain 1
15509180 10.1021/jm049554t Opioid receptors; mu & delta 1
15745801 10.1016/j.bmcl.2005.01.072 Mu-type opioid receptor 1

Data from ChEMBL 36 via Core Engine