PARICALCITOL

Search structure
Trade Names:
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: H05BX02
UNII: 6702D36OG5

Structure
InChI Key BPKAHTKRCLCHEA-UBFJEZKGSA-N
Smile C[C@@H](/C=C/[C@@H](C)[C@H]1CC[C@H]2/C(=C/C=C3C[C@@H](O)C[C@H](O)C3)CCC[C@@]21C)C(C)(C)O
InChI
InChI=1S/C27H44O3/c1-18(8-9-19(2)26(3,4)30)24-12-13-25-21(7-6-14-27(24,25)5)11-10-20-15-22(28)17-23(29)16-20/h8-11,18-19,22-25,28-30H,6-7,12-17H2,1-5H3/b9-8+,21-11+/t18-,19+,22-,23-,24-,25+,27-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H44O3
Molecular Weight 416.65
AlogP 5.56
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 60.69
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 30.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Vitamin D receptor agonist DailyMed

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hyperparathyroidism, Secondary 4 D006962 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Hyperparathyroidism 3 D006961 ClinicalTrials
Glomerulonephritis, IGA 3 D005922 ClinicalTrials
Proteinuria 3 D011507 ClinicalTrials
Albuminuria 3 D000419 ClinicalTrials
Hypertrophy, Left Ventricular 3 D017379 ClinicalTrials
Carcinoma, Pancreatic Ductal 2 D021441 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Hypocalcemia 2 D006996 ClinicalTrials
Diabetic Nephropathies 2 D003928 ClinicalTrials
Diabetes Mellitus, Type 2 2 D003924 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Rectal Neoplasms 1 D012004 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
Multiple Myeloma 1 D009101 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 12.9
Gastrointestinal disorders Diarrhoea 11.5
Gastrointestinal disorders Diarrhoea
Infections and infestations Nasopharyngitis 8.2
Gastrointestinal disorders Vomiting 8.1
Infections and infestations Viral infection
Infections and infestations Viral infection 8.0
Gastrointestinal disorders Nausea
Infections and infestations Viral infection 7.5
Infections and infestations Viral infection 7.48
Infections and infestations Nasopharyngitis
Infections and infestations Viral infection
Gastrointestinal disorders Diarrhoea 7.0
Vascular disorders Hypertension 7.0
Cardiac disorders Dizziness 6.6
Gastrointestinal disorders Vomiting 6.6
Gastrointestinal disorders Diarrhoea 6.54
Vascular disorders Hypertension 6.54
Gastrointestinal disorders Diarrhoea 6.5
Vascular disorders Hypertension 6.5
General disorders and administration site conditions Oedema 6.5
Immune system disorders Hypersensitivity 6.0
Gastrointestinal disorders Nausea 6.0
General disorders and administration site conditions Oedema 6.0
Gastrointestinal disorders Vomiting
Immune system disorders Hypersensitivity 5.61
Gastrointestinal disorders Nausea 5.61
General disorders and administration site conditions Oedema 5.61
Immune system disorders Hypersensitivity 5.6
Gastrointestinal disorders Nausea 5.6
General disorders and administration site conditions Oedema 5.6
Musculoskeletal and connective tissue disorders Arthritis 5.0
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness
Cardiac disorders Dizziness 5.0
Nervous system disorders Headache
Nervous system disorders Headache 5.0
Vascular disorders Hypotension 5.0
Infections and infestations Nasopharyngitis 5.0
General disorders and administration site conditions Oedema
Ear and labyrinth disorders Vertigo 5.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 5.0
Gastrointestinal disorders Constipation 4.9
Cardiac disorders Fluid overload 4.9
Nervous system disorders Insomnia 4.9
Gastrointestinal disorders Peritonitis 4.9
Musculoskeletal and connective tissue disorders Arthralgia 4.8
Investigations Body temperature increased 4.8
General disorders and administration site conditions Chills 4.8
Gastrointestinal disorders Gastrointestinal haemorrhage 4.8
Infections and infestations Influenza 4.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 4.8
Infections and infestations Pneumonia 4.8
Infections and infestations Sepsis 4.8
Musculoskeletal and connective tissue disorders Arthritis 4.7
Cardiac disorders Dizziness 4.7
Nervous system disorders Headache 4.7
Vascular disorders Hypotension 4.7
Ear and labyrinth disorders Vertigo 4.7
Gastrointestinal disorders Vomiting 4.7
Musculoskeletal and connective tissue disorders Arthritis 4.67
Cardiac disorders Dizziness 4.67
Nervous system disorders Headache 4.67
Vascular disorders Hypotension 4.67
Ear and labyrinth disorders Vertigo 4.67
Gastrointestinal disorders Vomiting 4.67
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness
Nervous system disorders Headache
General disorders and administration site conditions Oedema
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Abdominal discomfort 4.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 4.0
Skin and subcutaneous tissue disorders Dermatitis 4.0
Cardiac disorders Dizziness 4.0
Vascular disorders Hypertension
Gastrointestinal disorders Nausea
Gastrointestinal disorders Oropharyngeal pain 4.0
General disorders and administration site conditions Pain
General disorders and administration site conditions Pain 4.0
Skin and subcutaneous tissue disorders Rash 4.0
Gastrointestinal disorders Vomiting 4.0
Musculoskeletal and connective tissue disorders Arthralgia
Infections and infestations Influenza
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Gastrointestinal disorders Abdominal discomfort 3.74
Gastrointestinal disorders Constipation 3.74
Skin and subcutaneous tissue disorders Dermatitis 3.74
Gastrointestinal disorders Oropharyngeal pain 3.74
General disorders and administration site conditions Pain 3.74
Skin and subcutaneous tissue disorders Rash 3.74
Gastrointestinal disorders Abdominal discomfort 3.7
Gastrointestinal disorders Constipation 3.7
Skin and subcutaneous tissue disorders Dermatitis 3.7
Gastrointestinal disorders Oropharyngeal pain 3.7
General disorders and administration site conditions Pain 3.7
Skin and subcutaneous tissue disorders Rash 3.7
Gastrointestinal disorders Constipation
Vascular disorders Hypertension
Gastrointestinal disorders Nausea
General disorders and administration site conditions Pain
Psychiatric disorders Anxiety 3.3
General disorders and administration site conditions Asthenia 3.3
General disorders and administration site conditions Fatigue 3.3
Nervous system disorders Headache 3.3
Endocrine disorders Hypoglycaemia 3.3
Cardiac disorders Oedema peripheral 3.3
Renal failure chronic 3.3
Infections and infestations Sinusitis 3.3
Infections and infestations Urinary tract infection 3.3
General disorders and administration site conditions Discomfort 3.2
Gastrointestinal disorders Dry mouth 3.2
General disorders and administration site conditions Feeling abnormal 3.2
General disorders and administration site conditions Ill-defined disorder 3.2
General disorders and administration site conditions Malaise 3.2
Cardiac disorders Palpitations 3.2
Musculoskeletal and connective tissue disorders Back pain 3.0
Cardiac disorders Chest pain 3.0
Gastrointestinal disorders Constipation 3.0
Respiratory, thoracic and mediastinal disorders Cough 3.0
Metabolism and nutrition disorders Dehydration 3.0
Psychiatric disorders Depression 3.0
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness 3.0
Cardiac disorders Fluid overload 3.0
Infections and infestations Fungal infection 3.0
Gastrointestinal disorders Gastroenteritis
Gastrointestinal disorders Gastroenteritis 3.0
Vascular disorders Hypotension
Infections and infestations Infection
Infections and infestations Infection 3.0
Nervous system disorders Insomnia 3.0
Nervous system disorders Loss of consciousness 3.0
Musculoskeletal and connective tissue disorders Muscle spasms 3.0
Gastrointestinal disorders Peritonitis 3.0
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Pruritus 3.0
Vascular disorders Shock 3.0
Infections and infestations Sinusitis 3.0
Skin and subcutaneous tissue disorders Skin ulcer 3.0
Cardiac disorders Syncope 3.0
Infections and infestations Urinary tract infection 3.0
Musculoskeletal and connective tissue disorders Back pain 2.8
Cardiac disorders Chest pain 2.8
Respiratory, thoracic and mediastinal disorders Cough 2.8
Metabolism and nutrition disorders Dehydration 2.8
Psychiatric disorders Depression 2.8
Cardiac disorders Dizziness 2.8
Infections and infestations Fungal infection 2.8
Gastrointestinal disorders Gastroenteritis 2.8
Infections and infestations Infection 2.8
Nervous system disorders Loss of consciousness 2.8
Musculoskeletal and connective tissue disorders Muscle spasms 2.8
Skin and subcutaneous tissue disorders Pruritus 2.8
Vascular disorders Shock 2.8
Infections and infestations Sinusitis 2.8
Skin and subcutaneous tissue disorders Skin ulcer 2.8
Cardiac disorders Syncope 2.8
Infections and infestations Urinary tract infection 2.8
Gastrointestinal disorders Gastroenteritis
Vascular disorders Hypotension
Infections and infestations Infection
Skin and subcutaneous tissue disorders Pruritus
Psychiatric disorders Anxiety 2.0
General disorders and administration site conditions Asthenia 2.0
Investigations Body temperature increased
General disorders and administration site conditions Chills
Respiratory, thoracic and mediastinal disorders Cough
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dysgeusia 2.0
General disorders and administration site conditions Fatigue 2.0
Gastrointestinal disorders Gastrointestinal haemorrhage
Nervous system disorders Headache 2.0
Immune system disorders Hypersensitivity
Endocrine disorders Hypoglycaemia 2.0
Infections and infestations Nasopharyngitis
Cardiac disorders Oedema peripheral 2.0
Renal failure chronic 2.0
Infections and infestations Sepsis
Infections and infestations Sinusitis 2.0
Infections and infestations Urinary tract infection 2.0
Respiratory, thoracic and mediastinal disorders Cough
Immune system disorders Hypersensitivity
Gastrointestinal disorders Abdominal discomfort
Musculoskeletal and connective tissue disorders Back pain
Cardiac disorders Chest pain
Metabolism and nutrition disorders Dehydration
Skin and subcutaneous tissue disorders Dermatitis
Cardiac disorders Dizziness
Nervous system disorders Loss of consciousness
Skin and subcutaneous tissue disorders Rash
Vascular disorders Shock
Infections and infestations Sinusitis
Cardiac disorders Syncope
Infections and infestations Urinary tract infection
Gastrointestinal disorders Abdominal discomfort
Musculoskeletal and connective tissue disorders Back pain
Cardiac disorders Chest pain
Metabolism and nutrition disorders Dehydration
Skin and subcutaneous tissue disorders Dermatitis
Cardiac disorders Dizziness
Nervous system disorders Loss of consciousness
Skin and subcutaneous tissue disorders Rash
Vascular disorders Shock
Infections and infestations Sinusitis
Cardiac disorders Syncope
Infections and infestations Urinary tract infection

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
25.38
Cardiac disorders
16.01
Vascular disorders
12.83
Respiratory, thoracic and mediastinal disorders
7.85
Infections and infestations
7.38
Nervous system disorders
4.91
Gastrointestinal disorders
3.71
Injury, poisoning and procedural complications
3.3
Musculoskeletal and connective tissue disorders
2.84
Surgical and medical procedures
2.33
Metabolism and nutrition disorders
2.25
Investigations
2.08

Cross References

Resources Reference
CAS NUMBER 131918-61-1
ChEBI 7931
ChEMBL CHEMBL1200622
DrugBank DB00910
DrugCentral 2066
EPA CompTox DTXSID4048640
FDA SRS 6702D36OG5
Human Metabolome Database HMDB0015046
Guide to Pharmacology 2791
KEGG C08127
PharmGKB PA450798
PubChem 5281104
SureChEMBL SCHEMBL3655
ZINC ZINC000013911941
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