(R)-(+)-Atenolol

Details

• Internal ID: c6b03a65-f469-4850-8d93-80267100d105
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: 2-[4-[(2R)-2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide
• SMILES (Canonical): CC(C)NCC(COC1=CC=C(C=C1)CC(=O)N)O
• SMILES (Isomeric): CC(C)NC[C@H](COC1=CC=C(C=C1)CC(=O)N)O
• InChI: InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1
• InChI Key: METKIMKYRPQLGS-GFCCVEGCSA-N
• Popularity: 68 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₂O₃
• Molecular Weight: 266.34 g/mol
• Exact Mass: 266.16304257 g/mol
• Topological Polar Surface Area (TPSA): 84.60 Ų
• XlogP: 0.20

Synonyms

• (R)-Atenolol
• 56715-13-0
• (+)-Atenolol
• R(+)-Atenolol
• Atenolol, (+)-
• (R)-2-(4-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide
• R-(+)-Atenolol
• UNII-YG132I00WY
• YG132I00WY
• DTXSID0045753
• CHEBI:55352
• Prenormin
• Benzeneacetamide, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-, (R)-
• DTXCID8025753
• Vasaten
• 2-{4-[(2R)-2-hydroxy-3-[(propan-2-yl)amino]propoxy]phenyl}acetamide
• 2-[4-({(2R)2-hydroxy-3-[(propan-2-yl)amino]propyl}oxy)phenyl]acetamide
• SMR000326747
• (+)-(R)-Atenolol
• SR-01000075276
• RS-atenolol
• Benzeneacetamide, 4-[(2R)-2-hydroxy-3-[(1-methylethyl)amino]propoxy]-
• BENZENEACETAMIDE, 4-((2R)-2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-
• NCGC00093636-03
• 2TN
• atenolol-(+)
• CAS-56715-13-0
• MFCD00074917
• atenolol-(+/-)
• Prestwick0_000953
• Prestwick1_000953
• Prestwick2_000953
• Prestwick3_000536
• ATENOLOL, (R)-
• Lopac0_000146
• SCHEMBL18120
• BSPBio_000551
• 2-(4-(2-Hydroxy-3-(Isopropylamino)propoxy)phenyl)ethanamide
• MLS001332497
• MLS001332498
• MLS002154070
• BIDD:GT0478
• SPBio_003095
• BPBio1_000607
• CHEMBL1230004
• (R)-(+)-Atenolol, 99%
• HMS1570P08
• HMS2096L13
• HMS2235G14
• HMS3713L13
• HY-B2111
• Tox21_111211
• 2-[4-[(2R)-2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide
• GEO-02767
• AKOS017343045
• Tox21_111211_1
• CCG-204241
• DB06987
• GS-0675
• NCGC00015007-14
• NCGC00093636-04
• NCGC00093636-05
• A-142
• AB00513974
• CS-0020257
• EU-0100146
• H11709
• (R)-(+)-Atenolol;(R)-Atenolol;(+)-Atenolol
• AB00513974_06
• EN300-24409966
• J-200025
• SR-01000075276-1
• SR-01000075276-2
• BRD-K68075732-001-03-5
• Q27095897
• (R)-(+)-ATENOLOL; (R)-ATENOLOL; (+)-ATENOLOL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL213	P08588	Beta-1 adrenergic receptor	1.77 nM	IC50	via Super-PRED
CHEMBL210	P07550	Beta-2 adrenergic receptor	260 nM	Kd	via Super-PRED
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	39.8 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	5 nM; 1.6 nM	Potency; Potency	via Super-PRED; via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	50.1 nM	Potency	via Super-PRED
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	4 nM; 70.8 nM	Potency; Potency	via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	94.88%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.83%	90.17%
CHEMBL2039	P27338	Monoamine oxidase B	92.82%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.76%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL4208	P20618	Proteasome component C5	91.34%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.24%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.15%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.87%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.61%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.74%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.05%	100.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	84.64%	93.81%
CHEMBL2535	P11166	Glucose transporter	84.29%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.92%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%

Plants that contains it

• Asarum heterotropoides
• Asarum sieboldii

Cross-Links

• PubChem: 180559
• NPASS: NPC247018
• ChEMBL: CHEMBL1230004