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	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

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
BREAST NEOPLASMS	D001943	EFO:0003869	BREAST NEOPLASM	2	ClinicalTrials
HYPOPARATHYROIDISM	D007011	HP:0000829	HYPOPARATHYROIDISM	4	DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed
CARCINOMA, NON-SMALL-CELL LUNG	D002289	EFO:0003060	NON-SMALL CELL LUNG CARCINOMA	1	ClinicalTrials
HYPERTENSION	D006973	EFO:0000537	HYPERTENSION	2	ClinicalTrials
HYPOCALCEMIA	D006996	HP:0002901	HYPOCALCEMIA	4	DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed DailyMed
PROSTATIC NEOPLASMS	D011471	EFO:0001663	PROSTATE CARCINOMA	2	ClinicalTrials
CARCINOMA, BASAL CELL	D002280	EFO:0004193	BASAL CELL CARCINOMA	2	ClinicalTrials
DIABETES MELLITUS, TYPE 1	D003922	EFO:0001359	TYPE I DIABETES MELLITUS	2	ClinicalTrials
ACUTE KIDNEY INJURY	D058186	HP:0001919	ACUTE KIDNEY INJURY	2	ClinicalTrials
MENOPAUSE	D008593	EFO:0003922	MENOPAUSE	1	ClinicalTrials
BREAST NEOPLASMS	D001943	EFO:0000305	BREAST CARCINOMA	2	ClinicalTrials
DERMATITIS, ATOPIC	D003876	EFO:0000274	ATOPIC ECZEMA	2	ClinicalTrials
SEPSIS	D018805	EFO:0001420	SEPSIS	2	ClinicalTrials
LUPUS ERYTHEMATOSUS, SYSTEMIC	D008180	EFO:0002690	SYSTEMIC LUPUS ERYTHEMATOSUS	2	ClinicalTrials
OSTEOPOROSIS	D010024	EFO:0003882	OSTEOPOROSIS	3	ClinicalTrials
PSORIASIS	D011565	EFO:0000676	PSORIASIS	4	ClinicalTrials 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 86868 12463 84138 168065 163402 199247 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
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