LORATADINE

Search structure
Synonyms:
Status: Approved (1993)
Entry Type: Small molecule
Molecule Category: Parent
ATC: R06AX13
UNII: 7AJO3BO7QN

Structure
InChI Key JCCNYMKQOSZNPW-UHFFFAOYSA-N
Smile CCOC(=O)N1CCC(=C2c3ccc(Cl)cc3CCc3cccnc32)CC1
InChI
InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H23ClN2O2
Molecular Weight 382.89
AlogP 4.89
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 1.0
Polar Surface Area 42.43
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 27.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Histamine H1 receptor antagonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 16-2800 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 2950 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - - 30
Enzyme Hydrolase
- - - - 11
Enzyme Transferase
- - - - 10.95
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -29.93--2.72
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- 63400 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 169.82-39086.6 - 32022.8 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 11400 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) PAF receptor
- 135000 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 170-1500000 190 20-414 15.67-64.7
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 245 - 156 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group H Nuclear hormone receptor subfamily 1 group H member 4
- 3070 - - 72.5
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
3000-12600 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 4000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 43.2-101.04
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 51.8
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 11400 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Rhinitis, Allergic, Seasonal 4 D006255 ClinicalTrials
Hypersensitivity 4 D006967 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Eosinophilic Esophagitis 2 D057765 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Back Pain 2 D001416 ClinicalTrials
Lymphangioleiomyomatosis 2 D018192 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
Lymphoma 1 D008223 ClinicalTrials
Multiple Sclerosis 1 D009103 ClinicalTrials
Dermatitis, Atopic 1 D003876 ClinicalTrials
Multiple Myeloma 1 D009101 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 6538
ChEMBL CHEMBL998
DrugBank DB00455
DrugCentral 1605
EPA CompTox DTXSID2023224
FDA SRS 7AJO3BO7QN
Human Metabolome Database HMDB05000
Guide to Pharmacology 7216
PharmGKB PA450266
PubChem 3957
SureChEMBL SCHEMBL4596
ZINC ZINC000000537931
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