ChEMBL Statistics

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EBI Databases Small Molecules ChEMBL Database CHEMBL846

Compound Report Card

Compound Name and Classification

Compound ID	CHEMBL846	CHEMBL846
Compound Name	CALCITRIOL
ChEMBL Synonyms	SILKIS \| RO 21-5535 \| 14Alpha-H,1Alpha,25-Dihydroxyvitamin D3 \| 1ALPHA,25-DIHYDROXYVITAMIN D3 \| VECTICAL \| Dihydroxycholecalciferol \| CALCITRIOL \| 1ALPHA,25-DIHYDROXYCHOLECALCIFEROL \| Topitriol \| ROCALTROL \| CALCIJEX \| Dihydroxyvitamin D 3
Max Phase	4 (Approved)
Trade Names	SILKIS \| Dihydroxycholecalciferol \| VECTICAL \| ROCALTROL \| Topitriol \| CALCIJEX \| CALCITRIOL \| 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

CHEMBL578780

Molecule Features

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
Dermatitis, Atopic	D003876	EFO:0000274	atopic eczema	2	ClinicalTrials
Breast Neoplasms	D001943	EFO:0003869	breast neoplasm	2	ClinicalTrials
Carcinoma, Basal Cell	D002280	EFO:0004193	basal cell carcinoma	2	ClinicalTrials
Diabetic Nephropathies	D003928	EFO:0000401	diabetic nephropathy	3	ClinicalTrials
Neoplasms	D009369	EFO:0000616	neoplasm	1	ClinicalTrials
Osteopetrosis	D010022	Orphanet:2781	Osteopetrosis	3	ClinicalTrials
Osteoporosis, Postmenopausal	D015663	EFO:0003854	postmenopausal osteoporosis	1	ClinicalTrials
Attention Deficit Disorder with Hyperactivity	D001289	EFO:0003888	attention deficit hyperactivity disorder	1	ClinicalTrials
Cholangiocarcinoma	D018281	EFO:0005221	cholangiocarcinoma	2	ClinicalTrials
Diabetes Mellitus, Type 1	D003922	EFO:0001359	type I diabetes mellitus	2	ClinicalTrials
Hypertension	D006973	EFO:0000537	hypertension	2	ClinicalTrials
Prostatic Neoplasms	D011471	EFO:0000673	prostate adenocarcinoma	3	ClinicalTrials
Prostatic Neoplasms	D011471	EFO:0001663	prostate carcinoma	3	ClinicalTrials
Breast Neoplasms	D001943	EFO:0000305	breast carcinoma	2	ClinicalTrials
Glioma	D005910	EFO:0000326	central nervous system cancer	1	ClinicalTrials
Hypocalcemia	D006996	HP:0002901	Hypocalcemia	4	ClinicalTrials DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed
Carcinoma, Non-Small-Cell Lung	D002289	EFO:0003060	non-small cell lung carcinoma	1	ClinicalTrials
Crohn Disease	D003424	EFO:0000384	Crohn's disease	1	ClinicalTrials
Fibroma	D005350	EFO:0002424	fibroma	3	ClinicalTrials
Hypoparathyroidism	D007011			4	ClinicalTrials DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed
Pancreatic Neoplasms	D010190	EFO:0002618	pancreatic carcinoma	2	ClinicalTrials
Acute Kidney Injury	D058186	HP:0001919	Acute kidney injury	2	ClinicalTrials
Myelodysplastic Syndromes	D009190	EFO:0000198	myelodysplastic syndrome	2	ClinicalTrials
Mouth Neoplasms	D009062	EFO:0003868	mouth neoplasm	1	ClinicalTrials
Osteoporosis	D010024	EFO:0003882	osteoporosis	3	ClinicalTrials
Psoriasis	D011565	EFO:0000676	psoriasis	4	ATC ClinicalTrials DailyMed DailyMed
Lupus Erythematosus, Systemic	D008180	EFO:0002690	systemic lupus erythematosus	2	ClinicalTrials
Melanoma	D008545	EFO:0002617	metastatic melanoma	1	ClinicalTrials
Sepsis	D018805	HP:0100806	sepsis	2	ClinicalTrials

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
CHEMBL3262	Lanosterol synthase	Rattus norvegicus	1.000
CHEMBL4931	3-beta-hydroxysteroid-delta(8),delta(7)-isomerase	Homo sapiens	0.999
CHEMBL3251	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	0.999
CHEMBL1293237	Bloom syndrome protein	Homo sapiens	0.849
CHEMBL3041	Mu opioid receptor	Bos taurus	0.701
CHEMBL3272	Cathepsin L2	Homo sapiens	0.563
CHEMBL2748	Sucrase-isomaltase	Homo sapiens	0.521
CHEMBL3614	Kappa opioid receptor	Rattus norvegicus	0.407
CHEMBL3037	Cannabinoid CB1 receptor	Mus musculus	0.287
CHEMBL5409	G-protein coupled bile acid receptor 1	Homo sapiens	0.246

10uM

ChEMBL_ID	Target Name	Organism	Score
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
CHEMBL3775	Dual specificity phosphatase Cdc25A	Homo sapiens	1.000
CHEMBL1977	Vitamin D receptor	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
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
CHEMBL1743121	Solute carrier organic anion transporter family member 1B3	Homo sapiens	1.000
CHEMBL5409	G-protein coupled bile acid receptor 1	Homo sapiens	1.000
CHEMBL3180	Carboxylesterase 2	Homo sapiens	1.000
CHEMBL4370	UDP-glucuronosyltransferase 2B7	Homo sapiens	1.000
CHEMBL5356	Cycloartenol synthase	Arabidopsis thaliana	0.999
CHEMBL5355	Lanosterol synthase	Saccharomyces cerevisiae S288c	0.999
CHEMBL1828	DNA polymerase alpha subunit	Homo sapiens	0.999
CHEMBL3251	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	0.996
CHEMBL3056	Androgen Receptor	Mus musculus	0.989
CHEMBL4780	Acetylcholinesterase	Torpedo californica	0.981

Calculated Compound Parent Properties

Mol. Weight	Mol. Weight Monoisotopic	ALogP	#Rotatable Bonds	Polar Surface Area	Molecular Species
416.7	416.329	5.7	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	0.52

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 84138 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	14758022 14855739
Recon	1a25dhvitd3
Rhea	17823
Selleck	Calcitriol-(Rocaltrol)
SureChEMBL	SCHEMBL3245
ZINC	ZINC000100015048

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

ChEMBL