General Information of the Compound
Compound ID
CP0041613
Compound Name
Anapriline
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Synonyms
(+-)-Propranolol
(1)-1-(Isopropylamino)-3-(naphthyloxy)propan-2-ol
(R)-(+)-propranolol
(S)-(-)-PROPRANOLOL
1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol
1-(1-Naphthyloxy)-2-hydroxy-3-(isopropylamino)propane
1-(Isopropylamino)-3-(1-naphthoxy)-propan-2-ol
1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol
1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol
1-(naphthalen-1-yloxy)-3-(propan-2-ylamino)propan-2-ol
1-Isopropylamino-3-(1-naphthyloxy)-2-propanol
1-[(1-methylethyl)amino]-3-(naphthalen-1-yloxy)propan-2-ol
1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-(9CI)
2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (+-)-(9CI)
3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol
AY 64043
AY-20694
Anaprilin
Anapriline
Anaprilinum (TN)
Avlocardyl
Avlocardyl (TN)
Bedranol
Berkolol
Beta Neg
Beta-Propranolol
Beta-Tablinen
Beta-Timelets
Betachron
Betadren
Betalong
Caridolol
Corpendol
D,L-Propranolol
DL-Propranolol hydrochloride
Deralin (TN)
Dociton
Dociton (TN)
Efektolol
Etalong
Euprovasin
Herzbase
INDERIDE-40/25
Ikopal
Inderal
Inderal (TN)
Inderal LA (TN)
Inderal hydrochloride
Inderalici
Inderalici (TN)
Inderex
Inderol
InnoPran XL (TN)
Intermigran
Kemi
Kemi S
Migrastat
Naprilin
Obsidan
Obzidan
Pranolol
Pronovan
Propanalol
Propanix
Propanolol
Propanolol [INN-Spanish]
Propranalol
Propranolol
Propranolol (INN)
Propranolol (TN)
Propranolol Hcl Intensol
Propranolol [INN:BAN]
Propranololo
Propranololo [DCIT]
Propranololum
Propranololum [INN-Latin]
Proprasylyt
R,S-Propranolol Hydrochloride
Racemic propranolol
Reducor
Reducorline
Sawatal
Servanolol
Sumial
Sumial (TN)
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Structure
Formula
C16H21NO2
Molecular Weight
259.349
Canonical SMILES
CC(C)NCC(O)COc1cccc2ccccc12
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InChI
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
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InChIKey
AQHHHDLHHXJYJD-UHFFFAOYSA-N
CAS
13013-17-7
525-66-6
Physicochemical Property
logP
2.5775
Rotatable Bonds
6
Heavy Atom Count
19
Polar Areas
41.49
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
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: 4946
SID: 14823711
ChEMBL ID
CHEMBL27
DrugBank ID
DB00571
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: PT00819, 5-hydroxytryptamine receptor 1A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 3981.07 nM
   TI
   LI
   LO
   TS
Protein ID: PT01202, 5-hydroxytryptamine receptor 1B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01019, 5-hydroxytryptamine receptor 2B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01354, 5-hydroxytryptamine receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000094 1321N1 Homo sapiens (Human)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT00941, 5-hydroxytryptamine receptor 7
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT00862, Adenosine receptor A2a
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01279, Adenosine receptor A3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01089, Alpha-1A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01650, Alpha-2A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01598, Alpha-2C adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01179, Beta-1 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  4
1
IC50 = 251.19 nM
   TI
   LI
   LO
   TS
2
Kd = 1.82 nM
   TI
   LI
   LO
   TS
3
Kd = 6.026 nM
   TI
   LI
   LO
   TS
4
Kd = 199.53 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  2
1
Ki = 1.4 nM
   TI
   LI
   LO
   TS
2
Ki = 11.75 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 18 nM
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 = 2.4 nM
   TI
   LI
   LO
   TS
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)  5
1
Ki = 3.162 nM
   TI
   LI
   LO
   TS
2
Ki = 10 nM
   TI
   LI
   LO
   TS
3
Ki = 31.62 nM
   TI
   LI
   LO
   TS
4
Ki = 39.81 nM
   TI
   LI
   LO
   TS
5
Ki = 199.53 nM
   TI
   LI
   LO
   TS
Protein ID: PT01494, Beta-2 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
IC50 = 50.12 nM
   TI
   LI
   LO
   TS
2
Kd = 0.2399 nM
   TI
   LI
   LO
   TS
3
Kd = 0.6026 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Kd = 150 nM
   TI
   LI
   LO
   TS
2
Ki = 0.32 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  2
1
Ki = 0.46 nM
   TI
   LI
   LO
   TS
2
Ki = 3.69 nM
   TI
   LI
   LO
   TS
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 1.738 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Kd = 0.79 nM
Protein ID: PT01493, Beta-3 adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
Kd = 162.18 nM
   TI
   LI
   LO
   TS
2
Kd = 213.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT00958, Cholecystokinin receptor type A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01002, Cytochrome P450 1A2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 4000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 > 10000 nM
Protein ID: PT00817, Cytochrome P450 2D6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1900 nM
2 IC50 = 5011.87 nM
Protein ID: PT01195, D(1A) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01366, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki > 5000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01200, Delta-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01372, Endothelin-1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT06095, Hepatic sodium/bile acid cotransporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
IC50 = 5500 nM
   TI
   LI
   LO
   TS
Protein ID: PT00983, Kappa-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01515, Mu-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01310, Muscarinic acetylcholine receptor M1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01198, Muscarinic acetylcholine receptor M2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01266, Muscarinic acetylcholine receptor M3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT05586, Nuclear receptor subfamily 2 group E member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  2
1
EC50 = 32000 nM
   TI
   LI
   LO
   TS
2
EC50 = 37000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01105, Sodium channel protein type 5 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 2100 nM
   TI
   LI
   LO
   TS
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 63200 nM
   TI
   LI
   LO
   TS
Protein ID: PT01197, Type-1 angiotensin II receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01839, Vasopressin V1a receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  2
1
EC50 > 5011.87 nM
   TI
   LI
   LO
   TS
2
IC50 > 5011.87 nM
   TI
   LI
   LO
   TS
Protein ID: PT01102, Voltage-dependent L-type calcium channel subunit alpha-1C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 21000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Propranolol )
Drug Name Propranolol
Company AstraZeneca plc
Indication
Migraine
Approved
Target(s)
Adrenergic receptor beta-1 (ADRB1)
Antagonist