UCSF

ZINC00086599

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 4th, 2005 18 Yes

Popular Name: Alprenolol Alprenolol

Find On: PubMed — Wikipedia — Google

CAS Numbers: 13655-52-2 , 13655-52-2, 13707-88-5 , 13655-52-2, 13707-88-5 [alprenolol hydrochloride] , 13707-88-5 , N/A

Other Names:

(-)-1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol D-(+)-tartrate hydrate; (S)-1-((1-Methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-2-propanol; (S)-Alprenolol tartrate; 2-Propanol, 1-((1-methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-, (S)-, (R-(R*,R*))-2,3

olol

1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol hydrochloride

1-(2-Allylphenoxy)-3-isopropylamino-2-propanol

1-(2-Allylphenoxy)-3-isopropylamino-2-propanol hydrochloride; 1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol hydrochloride; 1-Isopropylamino-3-(o-allylphenoxy)-2-propanol hydrochloride; Alprenolol HCl

1-(2-Allylphenoxy)-3-isopropylamino-2-propanol; 1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol; Alfeprol

1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol

1-(o-Allylphenoxy)-3-isopropylamino)-2-propanol

1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol

1-[2-(propen-2-ylphenoxy)]-3-(isopropylamino)propan-2-ol

13655-52-2

13655-52-2; Alprenolol (INN); D07156

13707-88-5; Alprenolol hydrochloride (JP16/USAN); D01182; Regletin (TN)

13707-88-5; Alprenolol hydrochloride; Prestwick_678

2-Propanol, 1-((1-methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-

2-Propanol, 1-(o-allylphenoxy)-3-(isopropylamino)-

2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-

AB00053431

AC1L1CYO

AC1Q57NL

Alfeprol

Alfeprol [Russian]

Alfeprol [Russian];Alpheprol;Alprenololum [INN-Latin]

Alpheprol

Alprenolol (BAN

Alprenolol (INN)

Alprenolol hydrochloride

Alprenolol [INN:BAN]

alprenolol; alprenololum

ALPRENOLOLHYDROCHLORIDE

Alprenololum

Alprenololum [INN-Latin]

Alprenololum [INN-Latin];Alfeprol [Russian];Alpheprol

Apllobal

Aptine

Aptol Duriles

AR-1L8247

BPBio1_000044

BRD-A00993607-003-05-5

BSPBio_000040

BSPBio_002652

CHEBI:51211

CHEMBL266195

CID2119

D07156

DAP000941

DB00866

DivK1c_000015

EINECS 237-140-9

Gubernal

H 56/28

H-56-28

HMS2089G06

IDI1_000015

INN); Alprenolol HCl (JAN

INN); Alprenolol Hydrochloride (JAN

KBio1_000015

KBio2_000648

KBio2_003216

KBio2_005784

KBio3_001872

KBioGR_001652

KBioSS_000648

L000961

LS-121647

LS-189960

MFCD00069212

MFCD00242735

MolPort-003-717-938

N/A

NCGC00015099-08

NCGC00089741-02

NCGC00089741-03

NCGC00089741-04

nchembio801-comp5

NINDS_000015

Oprea1_368995

Prestwick0_000250

Prestwick1_000250

Prestwick2_000250

Prestwick3_000250

Regletin

SPBio_001827

SPBio_002259

Spectrum2_001814

Spectrum3_001066

Spectrum4_001216

Spectrum5_001414

Spectrum_000168

UNII-877K5MQ27W

USAN)

Yobir

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.58 5.19 -40.14 3 3 1 46 250.362 8 ↓
Hi High (pH 8-9.5) 2.58 4.01 -5.14 2 3 0 41 249.354 8 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.88e-01 g/l DrugBank-approved
UniProt Database Links ADA2A_HUMAN; ADA2B_HUMAN; OAR1_LYMST; OAR2_LYMST ChEBI
Therapy beta Adrenoceptor antagonist SMDC Iconix
therap betaadrenergic blocker MicroSource Spectrum
Patent Database Links EP1541175; EP1553091; EP1785144 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ADRB1-2-E Beta-1 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 2 0.68 Binding ≤ 10μM
ADRB2-1-E Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 3 0.66 Binding ≤ 10μM
ADRB3-2-E Beta-3 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 2 0.68 Binding ≤ 10μM
FDFT-4-E Squalene Synthetase (cluster #4 Of 4), Eukaryotic Eukaryotes 4200 0.42 Binding ≤ 10μM
Z50425-11-O Plasmodium Falciparum (cluster #11 Of 22), Other Other 1995 0.44 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1.51 0.69 Binding ≤ 1μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 1μM
ADRB2_BOVIN Q28044 Beta-2 Adrenergic Receptor, Bovin 2.98 0.66 Binding ≤ 1μM
ADRB2_CANFA P54833 Beta-2 Adrenergic Receptor, Canine 1.51 0.69 Binding ≤ 1μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 1μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1.51 0.69 Binding ≤ 1μM
ADRB3_HUMAN P13945 Beta-3 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 1μM
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1.51 0.69 Binding ≤ 10μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 10μM
ADRB2_CANFA P54833 Beta-2 Adrenergic Receptor, Canine 1.51 0.69 Binding ≤ 10μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 10μM
ADRB2_BOVIN Q28044 Beta-2 Adrenergic Receptor, Bovin 2.98 0.66 Binding ≤ 10μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1.51 0.69 Binding ≤ 10μM
ADRB3_HUMAN P13945 Beta-3 Adrenergic Receptor, Human 2.3 0.67 Binding ≤ 10μM
FDFT_RAT Q02769 Squalene Synthetase, Rat 4200 0.42 Binding ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1995.26231 0.44 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Activation of gene expression by SREBF (SREBP)
Adrenoceptors
Cholesterol biosynthesis
G alpha (s) signalling events
PPARA activates gene expression

Analogs ( Draw Identity 99% 90% 80% 70% )