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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL846
CHEMBL846
Compound Name CALCITRIOL
ChEMBL Synonyms Calcijex | Vectical | Ro-215535 | Rocaltrol | Topitriol | Calcitriol | Dihydroxyvitamin D 3 | Dihydroxycholecalciferol | 1alpha,25-dihydroxyvitamin D3 | 1alpha,25-dihydroxycholecalciferol | 14Alpha-H,1Alpha,25-Dihydroxyvitamin D3
Max Phase 4 (Approved)
Trade Names Rocaltrol | Calcitriol | Vectical | Dihydroxycholecalciferol | Calcijex | Topitriol | Dihydroxyvitamin D 3
Molecular Formula C27H44O3

Additional synonyms for CHEMBL846 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2\C(=C\C=C/3\C[C@@H](O)C[C@H ...
Download SMILES
Standard InChI InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7- ...
Download InChI
Standard InChI Key GMRQFYUYWCNGIN-NKMMMXOESA-N

Indications for CHEMBL846

MESH Heading MESH ID EFO ID EFO Term Max phase for indication
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2
CARCINOMA, BASAL CELLD002280EFO:0004193BASAL CELL CARCINOMA3
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA1
DERMATITIS, ATOPICD003876EFO:0000274ATOPIC ECZEMA2
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS2
LUPUS ERYTHEMATOSUS, SYSTEMICD008180EFO:0002690SYSTEMIC LUPUS ERYTHEMATOSUS2
PSORIASISD011565EFO:0000676PSORIASIS4
SEPSISD018805EFO:0001420SEPSIS2

Molecule Features

CHEMBL846 compound icon
Drug Type:Natural Product Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Structural Alerts

There are 3 structural alerts for CHEMBL846. To view alerts please click here.

Alternate Forms of Compound in ChEMBL


CHEMBL846

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL846. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.999
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.999
CHEMBL3056 Androgen Receptor Mus musculus 0.997
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.994
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.946
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.883
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.786
CHEMBL2748 Sucrase-isomaltase Homo sapiens 0.719
CHEMBL4666 Steroidogenic factor 1 Homo sapiens 0.682
CHEMBL1825 TNF-alpha Homo sapiens 0.305



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL5845 Glycine receptor subunit alpha-1 Homo sapiens 1.000
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 1.000
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL4804 Dual specificity phosphatase Cdc25B Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3262 Lanosterol synthase Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 1.000
CHEMBL5356 Cycloartenol synthase Arabidopsis thaliana 1.000
CHEMBL5355 Lanosterol synthase Saccharomyces cerevisiae S288c 0.999
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 0.992
CHEMBL5868 Nuclear receptor ROR-alpha Homo sapiens 0.992

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
416.6 416.329 5.18 6 60.69 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 1 3 3 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 5.63 5.63 0 30 0.56

Compound Cross References

ATC D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05A - ANTIPSORIATICS FOR TOPICAL USE
D05AX - Other antipsoriatics for topical use
D05AX03 - calcitriol

A - ALIMENTARY TRACT AND METABOLISM
A11 - VITAMINS
A11C - VITAMIN A AND D, INCL. COMBINATIONS OF THE TWO
A11CC - Vitamin D and analogues
A11CC04 - calcitriol

ChemSpider ChemSpider:GMRQFYUYWCNGIN-NKMMMXOESA-N
DailyMed calcitriol
PubChem SID: 144205541 SID: 26719902 SID: 50110818
Wikipedia Calcitriol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL846



ACToR 32222-06-3
Atlas 1,25-dihydroxyvitamin D3 1alpha,25-Dihydroxyvitamin D3
BindingDB 50200182
ChEBI 17823
DrugBank DB05314 DB00136
eMolecules 485907 29541527
EPA CompTox Dashboard DTXSID5022722
FDA SRS FXC9231JVH
Guide to Pharmacology 2779
Human Metabolome Database HMDB01903
KEGG Ligand C01673
LINCS LSM-43088
MolPort MolPort-002-045-698
NIH Clinical Collection SAM001246772
Nikkaji J17.427K
PDBe VDX
PubChem 5280453
PubChem: Drugs of the Future 12012574
PubChem: Thomson Pharma 14855739 14758022
Recon 1a25dhvitd3
Selleck Calcitriol-(Rocaltrol)
SureChEMBL SCHEMBL3245
ZINC ZINC03924790

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/GMRQFYUYWCNGIN-NKMMMXOESA-N spacer
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