General Information of the Compound
Compound ID
CP0048177
Compound Name
(2R,3R)-2,3-dihydroxysuccinic acid;1-(isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
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Synonyms
(RS)-Metoprolol
1-(Isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol
1-(Isopropylamino)-3-(p-(2-methoxyethyl)phenoxy)-2-propanol
1-(isopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
1-[(1-methylethyl)amino]-3-({4-[2-(methyloxy)ethyl]phenyl}oxy)propan-2-ol
1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
1-[4-(2-methoxyethyl)phenoxy]-3-propan-2-ylamino-propan-2-ol
3-[4-(2-methoxyethyl)phenoxy]-1-(propan-2-ylamino)propan-2-ol
AstraZeneca Brand of Metaoprolol Tartrate
AstraZeneca Brand of Seloken
Beatrolol
Beloc Duriles
Beloc-Duriles
BelocDuriles
Betaloc
Betaloc (TN)
Betaloc Astra
Betaloc-Astra
BetalocAstra
Betalok
CGP 2175
CGP-2175
CGP2175
Corvitol (TN)
Dl-Metoprolol
Dutoprol
H 93 26
H 93-26
H 9326
LOPRESSIDONE
Leiras Brand of Metoprolol Succinate or Metoprolol Tartrate
Lopresor
Lopresoretic
Lopressor
Lopressor (TN)
Meijoprolol
Metohexal
Metoprolol
Metoprolol (USAN/INN)
Metoprolol [USAN:INN:BAN]
Metoprolol succinate
Metoprololum
Metoprololum [INN-Latin]
Metrol (TN)
Metroprolol
Minax (TN)
Neobloc (TN)
Novartis Brand of Metprolol Tartrate
Preblok
Presolol
Selo-Zok
Selokeen (TN)
Seloken
Seloken AstraZeneca Brand
Seroken
Spesicor
Spesikor
TOPROL-XL
Tartrate, Metoprolol
Toprol
Toprol-XL (TN)
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Structure
Formula
C15H25NO3
Molecular Weight
267.369
Canonical SMILES
COCCc1ccc(OCC(O)CNC(C)C)cc1
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InChI
InChI=1S/C15H25NO3/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3/h4-7,12,14,16-17H,8-11H2,1-3H3
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InChIKey
IUBSYMUCCVWXPE-UHFFFAOYSA-N
CAS
37350-58-6
54163-88-1
51384-51-1
Physicochemical Property
logP
1.6132
Rotatable Bonds
9
Heavy Atom Count
19
Polar Areas
50.72
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Complexity
19

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 4171
SID: 14799183
ChEMBL ID
CHEMBL13
DrugBank ID
DB00264
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT06365, Beta-1 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 49 nM
   TI
   LI
   LO
   TS
Protein ID: PT01179, Beta-1 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 55 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 15.85 nM
Protein ID: PT02505, Beta-1 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  4
1
Ki = 398.11 nM
   TI
   LI
   LO
   TS
2
Ki = 630.96 nM
   TI
   LI
   LO
   TS
3
Ki = 2511.89 nM
   TI
   LI
   LO
   TS
4
Ki = 5011.87 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 22.91 nM
Protein ID: PT01494, Beta-2 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Kd = 15500 nM
   TI
   LI
   LO
   TS
2
Ki = 220 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Metoprolol )
Drug Name Metoprolol
Company AstraZeneca
Indication
Hypertension
Approved
Target(s)
Adrenergic receptor beta-1 (ADRB1)
Antagonist