TELMISARTAN

Search structure
Trade Names:
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C09CA07
UNII: U5SYW473RQ

Structure
InChI Key RMMXLENWKUUMAY-UHFFFAOYSA-N
Smile CCCc1nc2c(C)cc(-c3nc4ccccc4n3C)cc2n1Cc1ccc(-c2ccccc2C(=O)O)cc1
InChI
InChI=1S/C33H30N4O2/c1-4-9-30-35-31-21(2)18-24(32-34-27-12-7-8-13-28(27)36(32)3)19-29(31)37(30)20-22-14-16-23(17-15-22)25-10-5-6-11-26(25)33(38)39/h5-8,10-19H,4,9,20H2,1-3H3,(H,38,39)

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H30N4O2
Molecular Weight 514.63
AlogP 7.26
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 72.94
Molecular species ACID
Aromatic Rings 6.0
Heavy Atoms 39.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Type-1 angiotensin II receptor antagonist PubMed PubMed DailyMed Wikipedia
Primary Target
AT1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 4780 - - -
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- - - 6000 97
Enzyme
- 420-540 - 100-190 97
Ion channel Ligand-gated ion channel Glycine receptor
3200 - - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Angiotensin receptor
- 1-150 - 0-0 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
700-4970 12200 - - 61-91
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 1259 - 1030 42-92
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 17900 - - 38
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 16200-16200 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 36000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Essential Hypertension 3 D000075222 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Albuminuria 3 D000419 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Heart Diseases 3 D006331 ClinicalTrials
Polycystic Kidney Diseases 3 D007690 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Sleep Apnea, Obstructive 0 D020181 ClinicalTrials

Related Entries

Scaffolds

Mixture
Mixture
Mixture

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Headache
Nervous system disorders Headache 8.0
Vascular disorders Intermittent claudication 8.0
Vascular disorders Intermittent claudication 7.0
Infections and infestations Upper respiratory tract infection 7.0
Infections and infestations Upper respiratory tract infection 6.5
Vascular disorders Intermittent claudication
Infections and infestations Upper respiratory tract infection
Cardiac disorders Dizziness
Infections and infestations Upper respiratory tract infection
General disorders and administration site conditions Pain
Skin and subcutaneous tissue disorders Skin ulcer 4.0
Cardiac disorders Dizziness 3.6
General disorders and administration site conditions Pain 3.5
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Asthenia 3.2
General disorders and administration site conditions Fatigue 3.2
Musculoskeletal and connective tissue disorders Back pain 3.0
Gastrointestinal disorders Diarrhoea 3.0
Infections and infestations Sinusitis 3.0
Skin and subcutaneous tissue disorders Skin ulcer 3.0
Musculoskeletal and connective tissue disorders Back pain 2.7
Gastrointestinal disorders Diarrhoea 2.6
Infections and infestations Sinusitis 2.2
Gastrointestinal disorders Diarrhoea
Infections and infestations Sinusitis
Skin and subcutaneous tissue disorders Skin ulcer
Infections and infestations Sinusitis
Respiratory, thoracic and mediastinal disorders Cough
Vascular disorders Hypertension
General disorders and administration site conditions Influenza like illness 1.7
Respiratory, thoracic and mediastinal disorders Cough
Respiratory, thoracic and mediastinal disorders Cough 1.6
Gastrointestinal disorders Dyspepsia 1.6
General disorders and administration site conditions Influenza like illness
Respiratory, thoracic and mediastinal disorders Cough 1.4
Gastrointestinal disorders Nausea
Cardiac disorders Chest pain 1.3
Cardiac disorders Chest pain
Gastrointestinal disorders Dyspepsia
Cardiac disorders Oedema peripheral
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.1
Musculoskeletal and connective tissue disorders Myalgia 1.1
Gastrointestinal disorders Nausea 1.1
Gastrointestinal disorders Pharyngitis 1.1
Musculoskeletal and connective tissue disorders Back pain
Gastrointestinal disorders Diarrhoea
Investigations Electrocardiogram abnormal
Vascular disorders Hypertension 1.0
Cardiac disorders Oedema peripheral 1.0
Cardiac disorders Palpitations
Gastrointestinal disorders Pharyngitis 1.0
Nervous system disorders Somnolence
Gastrointestinal disorders Vomiting
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Cardiac disorders Palpitations 0.6
Nervous system disorders Somnolence 0.4
Gastrointestinal disorders Vomiting 0.4
Gastrointestinal disorders Pharyngitis
Investigations Electrocardiogram abnormal 0.2

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
10.32
Nervous system disorders
9.65
Vascular disorders
9.04
Respiratory, thoracic and mediastinal disorders
7.68
Cardiac disorders
7.28
Gastrointestinal disorders
6.72
Investigations
6.6
Injury, poisoning and procedural complications
5.57
Skin and subcutaneous tissue disorders
5.37
Musculoskeletal and connective tissue disorders
5.29
Metabolism and nutrition disorders
3.94
Renal and urinary disorders
3.94
Psychiatric disorders
3.78
Infections and infestations
3.33
Immune system disorders
2.87

Cross References

Resources Reference
CAS NUMBER 144701-48-4
ChEBI 9434
ChEMBL CHEMBL1017
DrugBank DB00966
DrugCentral 2583
EPA CompTox DTXSID8023636
FDA SRS U5SYW473RQ
Human Metabolome Database HMDB0015101
Guide to Pharmacology 592
KEGG C07710
PDB TLS
PharmGKB PA451605
PubChem 65999
SureChEMBL SCHEMBL4464
ZINC ZINC000001530886
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