Structure

InChI Key PSIFNNKUMBGKDQ-UHFFFAOYSA-N
Smile CCCCc1nc(Cl)c(CO)n1Cc1ccc(-c2ccccc2-c2nnn[nH]2)cc1
InChI
InChI=1S/C22H23ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,30H,2-3,8,13-14H2,1H3,(H,25,26,27,28)

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H23ClN6O
Molecular Weight 422.92
AlogP 4.27
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 8.0
Polar Surface Area 92.51
Molecular species ACID
Aromatic Rings 4.0
Heavy Atoms 30.0

Pharmacology

Primary Target
AT1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Adhesion
- 4000-11000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 3 Phosphodiesterase 3A
- 13000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 3 Phosphodiesterase 3B
- 13000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 26000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 26000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 26000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 26000 - - -
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- 19 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Angiotensin receptor
350 0-350 2-200 2-11 1-35
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Prostanoid receptor
- 20000 - - 50
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- - 3467 - -
Membrane receptor
350 0-350 2-200 2-11 1-35
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 1148 - 160 23
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 12
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 8500-8530 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Diabetic Nephropathies 3 D003928 ClinicalTrials
Glioblastoma 3 D005909 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Glomerulonephritis, IGA 3 D005922 ClinicalTrials
Non-alcoholic Fatty Liver Disease 3 D065626 ClinicalTrials
Essential Hypertension 3 D000075222 ClinicalTrials
Proteinuria 3 D011507 ClinicalTrials
Hyperoxaluria, Primary 3 D006960 ClinicalTrials
Marfan Syndrome 3 D008382 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Hypertension, Pulmonary 3 D006976 ClinicalTrials
Hypertrophy, Left Ventricular 3 D017379 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Sarcopenia 2 D055948 ClinicalTrials
Respiratory Distress Syndrome 2 D012128 ClinicalTrials
Cystic Fibrosis 2 D003550 ClinicalTrials
Inflammation 2 D007249 ClinicalTrials
Glomerulosclerosis, Focal Segmental 2 D005923 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Cardiomyopathy, Hypertrophic 2 D002312 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Idiopathic Pulmonary Fibrosis 2 D054990 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Constriction, Pathologic 1 D003251 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Aging 1 D000375 ClinicalTrials
Wounds and Injuries 1 D014947 ClinicalTrials
Osteoarthritis, Knee 1 D020370 ClinicalTrials
Diabetes Mellitus, Type 2 1 D003924 ClinicalTrials
Osteosarcoma 1 D012516 ClinicalTrials
Peripheral Arterial Disease 0 D058729 ClinicalTrials

Related Entries

MCS

Scaffolds

UNKNOWN

Cross References

Resources Reference
CAS NUMBER 114798-26-4
ChEBI 6541
ChEMBL CHEMBL191
DrugBank DB00678
DrugCentral 1610
EPA CompTox DTXSID7023227
FDA SRS JMS50MPO89
Human Metabolome Database HMDB0014816
Guide to Pharmacology 590
KEGG C07072
PDB LSN
PharmGKB PA450268
PubChem 3961
SureChEMBL SCHEMBL60
ZINC ZINC000003873160