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Compound Detail

CHEMBL333950

MAXACALCITOL
🧪 Phase III
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🧪 Phase III
C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)OCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)C[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL333950
Name MAXACALCITOL
Phase Phase III
Structure Type MOL
InChI Key DTXXSJZBSTYZKE-ZDQKKZTESA-N

Known Names

1alpha,25-dihydroxy-22-oxavitamin d3 22-oxacalcitriol Maxacalcitol OCT Oxarol Prezios SCH 209579 SCH-209579 SCH209579
2
Targets
6
Activities
2
Assay Types
2
PK Parameters
20
Publications
9
Known Names
1
Indications

Molecular Properties

418.6
MW (Da)
4.69
ALogP
4
HBA
3
HBD
69.9
PSA (Ų)
0.59
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -calci-
USAN Year 1998

Extended Properties

Molecular Formula C26H42O4
MW 418.62
Aromatic Rings 0
Heavy Atoms 30
NP-Likeness 2.29

Indications

Hyperparathyroidism, Secondary

Activity Summary

EC50 5 meas. best 9.07
IC50 1 meas. best 7.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vitamin D3 receptor
CHEMBL1977
 EC50 9.07 7.504 0.9 5
Keratinocyte
CHEMBL613995
 IC50 7.65 7.65 22.6 1

Pharmacokinetic Data

Parameter Value Units Species
CL 20.95 mL.min-1.kg-1 Rattus norvegicus
CL 7.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vitamin D3 receptor EC50 = 0.855 nM 9.07 Activation of VDR in human Jurkat cells expressing lentiviral VDRE-luciferase ve... 27070779
Keratinocyte IC50 = 22.6 nM 7.65 Antiproliferative activity against human keratinocyte assessed as inhibition of ... 16630723
Vitamin D3 receptor EC50 = 37.9 nM 7.42 Transactivation of VDR in human HaCaT cells after 24 hrs by luciferase reporter ... 26367019
Vitamin D3 receptor EC50 = 40.8 nM 7.39 Transactivation of VDR in human Caco2 cells after 24 hrs by luciferase reporter ... 26367019
Vitamin D3 receptor EC50 = 144.5 nM 6.84 Activation of VDR in human Caco2 cells expressing lentiviral VDRE-luciferase vec... 27070779
Vitamin D3 receptor EC50 = 159.7 nM 6.8 Activation of VDR in human HaCaT cells expressing lentiviral VDRE-luciferase vec... 27070779

Literature References

PubMed DOI Target Context # Activities
27070779 10.1021/acs.jmedchem.6b00182 Vitamin D3 receptor 3
16630723 10.1016/j.bmcl.2006.03.014 Keratinocyte 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26367019 10.1021/acs.jmedchem.5b00881 Vitamin D3 receptor 2
16630723 10.1016/j.bmcl.2006.03.014 Rattus norvegicus 2
16630723 10.1016/j.bmcl.2006.03.014 Mus musculus 2
- 10.1016/S0960-894X(01)80525-4 HL-60 1
16630723 10.1016/j.bmcl.2006.03.014 Vitamin D3 receptor 1
16630723 10.1016/j.bmcl.2006.03.014 Liver microsomes 1
10479287 10.1021/jm980736v Vitamin D3 receptor 1
- 10.1016/S0960-894X(01)80525-4 Vitamin D-binding protein 1
16630723 10.1016/j.bmcl.2006.03.014 Homo sapiens 1
- 10.1016/S0960-894X(01)80525-4 Vitamin D3 receptor 1
26367019 10.1021/acs.jmedchem.5b00881 NON-PROTEIN TARGET 1
26367019 10.1021/acs.jmedchem.5b00881 Molecular identity unknown 1
27070779 10.1021/acs.jmedchem.6b00182 Molecular identity unknown 1
10479287 10.1021/jm980736v Mus musculus 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
10479287 10.1021/jm980736v HL-60 1

Data from ChEMBL 36 via Core Engine