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Compound Detail

CHEMBL1200622

PARICALCITOL
💊 Approved Drug
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💊 Approved Drug
C[C@H](/C=C/[C@H](C)C(C)(C)O)[C@H]1CC[C@H]2/C(=C/C=C3C[C@@H](O)C[C@H](O)C3)CCC[C@]12C

Basic Information

ChEMBL ID CHEMBL1200622
Name PARICALCITOL
Phase Approved
Structure Type MOL
InChI Key BPKAHTKRCLCHEA-UBFJEZKGSA-N
Therapeutic ✓ Yes

Known Names

COMPOUND 49510 COMPOUND-49510 Paricalcitol Zemplar
1
Targets
1
Activities
1
Assay Types
8
PK Parameters
15
Publications
4
Known Names
20
Indications
1
Mechanisms

Molecular Properties

416.6
MW (Da)
5.56
ALogP
3
HBA
3
HBD
60.7
PSA (Ų)
0.51
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1998
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Parenteral

Flags

Natural Product
USAN Stem -calci-
USAN Year 1997

Extended Properties

Molecular Formula C27H44O3
MW 416.65
Aromatic Rings 0
Heavy Atoms 30
NP-Likeness 2.17

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Vitamin D receptor agonist AGONIST Vitamin D3 receptor

Indications

Hyperparathyroidism, Secondary Parathyroid Diseases Renal Insufficiency, Chronic Albuminuria Glomerulonephritis, IGA Hyperparathyroidism Hypertrophy, Left Ventricular Kidney Diseases Proteinuria Carcinoma, Pancreatic Ductal Diabetes Mellitus, Type 2 Diabetic Nephropathies Hypocalcemia Pancreatic Neoplasms Pancreatic Neoplasms Prostatic Neoplasms, Castration-Resistant Breast Neoplasms Multiple Myeloma Neoplasms Neoplasms, Plasma Cell

ATC Classification

H05BX02
paricalcitol
Level 1: SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
Level 2: CALCIUM HOMEOSTASIS

Activity Summary

EC50 1 meas. best 7.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
EC50 7.9 7.9 12.5 1

Pharmacokinetic Data

Parameter Value Units Species
CL 0.89 mL.min-1.kg-1 Homo sapiens
CL 0.89 mL.min-1.kg-1 Homo sapiens
CL 0.9 mL.min-1.kg-1 Homo sapiens
CL 0.89 mL.min-1.kg-1 Homo sapiens
Fu 0.0016 - Homo sapiens
Fu 0.0016 - Homo sapiens
MRT 7.7 hr Homo sapiens
T1/2 5.3 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 EC50 = 12.5 nM 7.9 Induction of human HL60 cell differentiation after 4 days by NBT reduction assay 24035340

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
18426954 10.1124/dmd.108.020479 ADMET 4
19445515 10.1021/jm900403j Homo sapiens 2
24035340 10.1016/j.bmcl.2013.08.076 Rattus norvegicus 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
20070106 10.1021/jm901371v Plasma 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1
24035340 10.1016/j.bmcl.2013.08.076 ADMET 1
24035340 10.1016/j.bmcl.2013.08.076 HL-60 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1

Data from ChEMBL 36 via Core Engine