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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 Ro-21-5535 | RO 21-5535 | 14Alpha-H,1Alpha,25-Dihydroxyvitamin D3 | Vectical | 1ALPHA,25-DIHYDROXYVITAMIN D3 | Dihydroxycholecalciferol | CALCIJEX | 1ALPHA,25-DIHYDROXYCHOLECALCIFEROL | Topitriol | ROCALTROL | Dihydroxyvitamin D 3 | CALCITRIOL
Max Phase 4 (Approved)
Trade Names Calcitriol | Vectical | Dihydroxycholecalciferol | ROCALTROL | Topitriol | CALCIJEX | 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

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL846

Molecule Features

CHEMBL846 compound icon
Drug Type:Natural Product-derived 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

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vitamin D receptor agonist Vitamin D receptor FDA ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BREAST NEOPLASMSD001943EFO:0003869BREAST NEOPLASM2ClinicalTrials
HYPOPARATHYROIDISMD007011HP:0000829HYPOPARATHYROIDISM4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA1ClinicalTrials
HYPERTENSIOND006973EFO:0000537HYPERTENSION2ClinicalTrials
HYPOCALCEMIAD006996HP:0002901HYPOCALCEMIA4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2ClinicalTrials
CARCINOMA, BASAL CELLD002280EFO:0004193BASAL CELL CARCINOMA2ClinicalTrials
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS2ClinicalTrials
ACUTE KIDNEY INJURYD058186HP:0001919ACUTE KIDNEY INJURY2ClinicalTrials
MENOPAUSED008593EFO:0003922MENOPAUSE1ClinicalTrials
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2ClinicalTrials
DERMATITIS, ATOPICD003876EFO:0000274ATOPIC ECZEMA2ClinicalTrials
SEPSISD018805EFO:0001420SEPSIS2ClinicalTrials
LUPUS ERYTHEMATOSUS, SYSTEMICD008180EFO:0002690SYSTEMIC LUPUS ERYTHEMATOSUS2ClinicalTrials
OSTEOPOROSISD010024EFO:0003882OSTEOPOROSIS3ClinicalTrials
PSORIASISD011565EFO:0000676PSORIASIS4ClinicalTrials
DailyMed
ATC
DailyMed

Clinical Data

ClinicalTrials.gov CALCITRIOL
The Cochrane Collaboration CALCITRIOL

Metabolites for CHEMBL846

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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
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 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
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 0.991
CHEMBL3544 Orphan nuclear receptor LRH-1 Homo sapiens 0.932
CHEMBL4666 Steroidogenic factor 1 Homo sapiens 0.866
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.864
CHEMBL2748 Sucrase-isomaltase Homo sapiens 0.604
CHEMBL3041 Mu opioid receptor Bos taurus 0.594



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 1.000
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL4804 Dual specificity phosphatase Cdc25B 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
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.999
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.997
CHEMBL3056 Androgen Receptor Mus musculus 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.994
CHEMBL3180 Carboxylesterase 2 Homo sapiens 0.977

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

Structural Alerts

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

Compound Cross References

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

D - DERMATOLOGICALS
D05 - ANTIPSORIATICS
D05A - ANTIPSORIATICS FOR TOPICAL USE
D05AX - Other antipsoriatics for topical use
D05AX03 - 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
Brenda 156164 168069 12463 86868 168065 199247 163402 102023 1953
ChEBI 17823
DrugBank DB00136
DrugCentral 466
eMolecules 485907 29541527
EPA CompTox Dashboard DTXSID5022722
FDA SRS FXC9231JVH
Guide to Pharmacology 2779
Human Metabolome Database HMDB0001903
KEGG Ligand C01673
LINCS LSM-43088
LipidMaps LMST03020258
Metabolights MTBLC17823
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 ZINC000100015048

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