NADOLOL

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC C07AA12
UNII FEN504330V
EPA CompTox DTXSID3023342

Structure

InChI Key VWPOSFSPZNDTMJ-UCWKZMIHSA-N
Smiles CC(C)(C)NCC(O)COc1cccc2c1C[C@H](O)[C@H](O)C2
InChI
InChI=1S/C17H27NO4/c1-17(2,3)18-9-12(19)10-22-16-6-4-5-11-7-14(20)15(21)8-13(11)16/h4-6,12,14-15,18-21H,7-10H2,1-3H3/t12?,14-,15+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H27NO4
Molecular Weight 309.41
AlogP 0.63
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 5.0
Polar Surface Area 81.95
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 22.0

Bioactivity

Mechanism of Action Action Reference
Beta-1 adrenergic receptor antagonist ANTAGONIST DailyMed
Protein: Beta-2 adrenergic receptor
Description: Beta-2 adrenergic receptor
Organism : Homo sapiens
P07550 ENSG00000169252
Protein: Beta-1 adrenergic receptor
Description: Beta-1 adrenergic receptor
Organism : Homo sapiens
P08588 ENSG00000043591
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 19 Cytochrome P450 family 19A Cytochrome P450 19A1
- - - - 0-0
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 76
Assay Description Organism Bioactivity Reference
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 76.36 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 86.47 %
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 16.27 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 3.67 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 10.61 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 21.21 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 24.15 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 1.18 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -8.66 %
Inhibition of recombinant human aromatase at 100 uM preincubated for 10 mins followed by substrate and beta-NADP+ addition and measured for 60 mins by fluorescence method Homo sapiens 0.0 %
Inhibition of recombinant human aromatase at 200 uM preincubated for 10 mins followed by substrate and beta-NADP+ addition and measured for 60 mins by fluorescence method Homo sapiens 0.0 %

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL649
DrugBank DB01203
FDA SRS FEN504330V
Human Metabolome Database HMDB0015334
Guide to Pharmacology 554
KEGG D00432
PharmGKB PA450573
PubChem 39147
SureChEMBL SCHEMBL4177
ZINC ZINC03831165
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