UCSF

ZINC00056645

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 18 Yes

Popular Name: Pindolol Pindolol

Find On: PubMed — Wikipedia — Google

CAS Numbers: 13523-86-9 , 13523-86-9; 26328-11-0 , 26328-11-0 , [13523-86-9]

Other Names:

(+-)-Pindolol

(-)-pindolol; (2S)-1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol; (2S)-1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol; (S)-pindolol

(1)-1-(1H-Indol-4-yloxy)-3-(isopropylamino)propan-2-ol

(S)-(-)-pindolol

olol

1-((1-Methylethyl)amino)-3-(4-indolyloxy)-2-propanol

1-(1H-Indol-4-yloxy)-3-((1-methylethyl)amino)-2-propanol

1-(1H-Indol-4-yloxy)-3-((1-methylethyl)amino)-2-propanol hydrochloride; 1-(1H-Indol-4-yloxy)-3-(isopropylamino)propan-2-ol hydrochloride; 2-Propanol, 1-(1H-indol-4-yloxy)-3-((1-methylethyl)amino)-, hydrochloride; EINECS 257-080-7; LS-122387; Pindolol hydr

1-(1H-Indol-4-yloxy)-3-(isopropylamino)-2-propanol

1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol

1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol; 1-(1H-indol-4-yloxy)-3-(propan-2-ylamino)-propan-2-ol; 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol; 4-(2-hydroxy-3-isopropylaminopropoxy)-indole; Pindolol; pindolol

1-(1H-indol-4-yloxy)-3-(propan-2-ylamino)-propan-2-ol

1-(1H-indol-4-yloxy)-3-(propan-2-ylamino)propan-2-ol

1-(1H-Indol-4-yloxy)-3-isopropylamino-propan-2-ol

1-(1H-Indol-4-yloxy)-3-[(1-methylethyl)amino]-2-propanol

1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol

1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol

1-(Indol-4-yloxy)-3-(isopropylamino)-2-propanol

1-[1H-INDOL-4-YLOXY]-3-[ISOPROPYLAMINO]-2-PROPANOL

13523-86-9

13523-86-9; Blocklin-L (TN); Carvisken (TN); D00513; Pindolol (JP16/USP/INN); Visken (TN)

13523-86-9; C07445; Pindolol

13523-86-9; Pindolol; Prestwick_397

2-Propanol, 1-(1H-indol-4-yloxy)-3-((1-methylethyl)amino)-

2-Propanol, 1-(1H-indol-4-yloxy)-3-(1-methylethyl)amino-

2-Propanol, 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]-

2-Propanol, 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]-, (2S)-

2-Propanol, 1-(4-indolyloxy)-3-(isopropylamino)-

2-Propanol, 1-(indol-4-yloxy)-3-(isopropylamino)-, (+-)-

21870-06-4

28813-39-0

4-(2-Hydroxy-3-isopropylaminopropoxy)-indole

4-(3-(Isopropylamino)-2-hydroxypropoxy)indole

5-21-03-00017 (Beilstein Handbook Reference)

AB00052072

AC1L1J1N

AC1Q1QC1

BAN

Betapindol

Betapindol; Blockin L; Blocklin L; Blocklin-L; Calvisken; Cardilate; Carvisken; Decreten; Durapindol; Glauco-Visken; Pectobloc; Pinbetol; Prinodolol; Pynastin; Visken

Betapindol;Prinodolol

Bio-0642

Blockin L

Blocklin

Blocklin L

Blocklin-L

Blocklin-L (TN)

BPBio1_000022

BRD-A97701745-001-05-3

BRD-K95598440-001-03-6

BRN 1536506

BSPBio_000020

BSPBio_002193

C07445

C14H20N2O2.C7H8ClN3O4S2; HYDROCHLOROTHIAZIDE; PINDOLOL; LS-178465; VISKAZIDE

Calvisken

Cardilate

Carvisken

Carvisken (TN)

CCRIS 9215

CHEBI:8214

CHEMBL500

CID4828

CPD000059120

CPD000059120; PINDOLOL; SAM002264631

CPD000059120; PINDOLOL; SAM002264631; Terazosin

D00513

D010869

DAP000025

DB00960

Decreten

DivK1c_000837

DL-4-[2-Hydroxy-3-(isopropylamino)propoxy]indole

DL-LB 46

DL-Pindolol

Durapindol

EINECS 236-867-9

EINECS 244-623-8

EU-0100955

FDA

Glauco-Visken

Glauco-Viskin

HMS1568A22

HMS1920H16

HMS2089I21

HMS2091P20

HMS502J19

HSDB 6539

IDI1_000837

INN

JAN

KBio1_000837

KBio2_001589

KBio2_004157

KBio2_006725

KBio3_001693

KBioGR_000958

KBioSS_001589

L000006

LB 46

LB-46

LB46

LS-122385

MFCD00010530

MFCD00153863

MLS000069496

MolPort-001-792-503

NCGC00015786-07

NCGC00015786-13

NCGC00024925-03

NCGC00024925-04

NCGC00024925-05

NCGC00024925-06

NCGC00024925-07

NINDS_000837

Oprea1_770884

P 0778

P-6820

P0778_SIGMA

PDSP1_000771

PDSP1_000772

PDSP2_000759

PDSP2_000760

Pectobloc

Pinbetol

Pindolol (BAN

Pindolol (FDA

Pindolol (JP15/USP/INN)

Pindolol [USAN:INN:BAN:JAN]

pindolol; pindololum

Pindololum

Pindololum [INN-Latin]

Prestwick0_000090

Prestwick1_000090

Prestwick2_000090

Prestwick3_000090

Prestwick_397

Prindolol

Prinodolol

Pynastin

S(-)-PINDOLOL

SAM002264631

SMR000059120

SPBio_001289

SPBio_001959

SPECTRUM1500488

Spectrum2_001285

Spectrum3_000547

Spectrum4_000479

Spectrum5_001266

Spectrum_001109

UNII-BJ4HF6IU1D

USAN

USP)

Visken

Visken (TN)

WAY-100635

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) 1.98 3.19 -42.74 4 4 1 62 249.334 6 ↓
Hi High (pH 8-9.5) 1.98 2.01 -8.94 3 4 0 57 248.326 6 ↓

Vendor Notes

Note Type Comments Provided By
mechanism . ZereneX Building Blocks
mechanism 5HT1A serotonin receptor antagonist IBScreen Bioactives
mechanism 5HT1A serotonin receptor antagonist IBScreen Bioactives
ALOGPS_SOLUBILITY 8.61e-01 g/l DrugBank-approved
UniProt Database Links ADA2A_HUMAN; ADA2B_HUMAN; OAR1_LYMST; OAR2_LYMST ChEBI
therap antihypertensive, antianginal, antiarrhythmic, antiglaucoma MicroSource Spectrum
Patent Database Links EP1479666; EP1533292; EP1553091; EP1555019; EP1602334; EP1629835; EP1669345; EP1681051; EP1746099; EP1790353; EP1815846; EP1829527; EP1829528; EP1829858; EP1862181; EP1884513; EP1889847; EP1990049; US2002082300; US2002115655; US2004147575; US2005059810; U ChEBI
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : P-1003 NIH Clinical Collection via PubChem
mechanism Non-cardioselective beta-Adrenoceptor antagonist IBScreen Bioactives IBScreen Bioactives
Therapy Nonselective beta adrenoceptor antagonist; vasodilator SMDC Iconix
mechanism Partial agonist IBScreen Bioactives
mechanism Possesses intrinsic sympathomimetic actions (ISA), but little membrane-stabilizing activity IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: P-1003 NIH Clinical Collection via PubChem
mechanism Sympatholytic-Beta IBScreen Bioactives
biological_use Used in treatment of Angina pectoris and hypertension IBScreen Bioactives
biological_use Vasodilator IBScreen Bioactives IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT1A-3-E Serotonin 1a (5-HT1a) Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 20 0.60 Binding ≤ 10μM
5HT1A-3-E Serotonin 1a (5-HT1a) Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 110 0.54 Binding ≤ 10μM
5HT1B-1-E Serotonin 1b (5-HT1b) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 80 0.55 Binding ≤ 10μM
5HT1D-1-E Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 100 0.54 Binding ≤ 10μM
5HT1F-2-E Serotonin 1f (5-HT1f) Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 100 0.54 Binding ≤ 10μM
ADRB1-2-E Beta-1 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 1 0.70 Binding ≤ 10μM
ADRB2-1-E Beta-2 Adrenergic Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 1 0.70 Binding ≤ 10μM
ADRB3-2-E Beta-3 Adrenergic Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 1 0.70 Binding ≤ 10μM
5HT1B-2-E Serotonin 1b (5-HT1b) Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 2600 0.43 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1 0.70 Binding ≤ 1μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 0.52 0.72 Binding ≤ 1μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 0.4 0.73 Binding ≤ 1μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1 0.70 Binding ≤ 1μM
5HT1A_RAT P19327 Serotonin 1a (5-HT1a) Receptor, Rat 100 0.54 Binding ≤ 1μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 110 0.54 Binding ≤ 1μM
5HT1B_RAT P28564 Serotonin 1b (5-HT1b) Receptor, Rat 100 0.54 Binding ≤ 1μM
5HT1D_RAT P28565 Serotonin 1d (5-HT1d) Receptor, Rat 100 0.54 Binding ≤ 1μM
5HT1F_RAT P30940 Serotonin 1f (5-HT1f) Receptor, Rat 100 0.54 Binding ≤ 1μM
ADRB1_RAT P18090 Beta-1 Adrenergic Receptor, Rat 1 0.70 Binding ≤ 10μM
ADRB1_HUMAN P08588 Beta-1 Adrenergic Receptor, Human 0.52 0.72 Binding ≤ 10μM
ADRB2_HUMAN P07550 Beta-2 Adrenergic Receptor, Human 0.4 0.73 Binding ≤ 10μM
ADRB3_RAT P26255 Beta-3 Adrenergic Receptor, Rat 1 0.70 Binding ≤ 10μM
5HT1A_RAT P19327 Serotonin 1a (5-HT1a) Receptor, Rat 100 0.54 Binding ≤ 10μM
5HT1A_HUMAN P08908 Serotonin 1a (5-HT1a) Receptor, Human 110 0.54 Binding ≤ 10μM
5HT1B_RAT P28564 Serotonin 1b (5-HT1b) Receptor, Rat 100 0.54 Binding ≤ 10μM
5HT1D_RAT P28565 Serotonin 1d (5-HT1d) Receptor, Rat 100 0.54 Binding ≤ 10μM
5HT1F_RAT P30940 Serotonin 1f (5-HT1f) Receptor, Rat 100 0.54 Binding ≤ 10μM
5HT1B_HUMAN P28222 Serotonin 1b (5-HT1b) Receptor, Human 2600 0.43 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenoceptors
G alpha (i) signalling events
G alpha (s) signalling events
Serotonin receptors

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