propranolol


SMILES OC(COc1cccc2c1cccc2)CNC(C)C
InChIKey AQHHHDLHHXJYJD-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 6
Molecular weight (Da) 259.2

Drug properties

Molecular type Small molecule
Endogenous/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 6PS5
Ligand site mutations α1A β1 β2 5-HT1A 5-HT1B 5-HT1D 5-HT1E 5-HT1F

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
β1 ADRB1 Mouse Adrenoceptors A pKi 8.62 8.62 8.62 ChEMBL
β2 ADRB2 Dog Adrenoceptors A pKd 8.75 8.75 8.75 ChEMBL
β1 ADRB1 Rat Adrenoceptors A pKd 5.58 7.73 8.62 ChEMBL
β1 ADRB1 Rat Adrenoceptors A pKi 5.01 7.51 8.52 ChEMBL
β1 B0FL73 Guinea pig Adrenoceptors A pKd 6.6 8.31 8.76 ChEMBL
β2 ADRB2 Guinea pig Adrenoceptors A pKd 6.62 8.3 9.01 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 7.3 7.46 7.77 ChEMBL
β1 ADRB1 Human Adrenoceptors A pKd 6.7 7.89 8.74 ChEMBL
β1 ADRB1 Human Adrenoceptors A pKi 7.93 8.68 8.96 ChEMBL
D2 DRD2 Rat Dopamine A pKi 4.89 4.89 4.89 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 6.86 7.04 7.26 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.85 6.09 6.33 ChEMBL
β2 ADRB2 Human Adrenoceptors A pKd 6.82 8.95 10.0 ChEMBL
β2 ADRB2 Human Adrenoceptors A pKi 8.43 9.15 9.61 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 5.85 5.97 6.14 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.27 6.32 6.38 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 5.0 6.04 7.25 PDSP Ki database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 7.07 7.45 8.3 PDSP Ki database
H1 HRH1 Human Histamine A pKi 5.0 5.11 5.22 PDSP Ki database
D1 DRD1 Bovine Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.48 6.91 7.26 PDSP Ki database
β1 ADRB1 Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
β2 ADRB2 Human Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
β3 ADRB3 Mouse Adrenoceptors A pKi 8.18 8.18 8.18 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.5 7.5 7.5 Guide to Pharmacology
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.16 8.16 8.16 Drug Central
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 5.39 5.39 5.39 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 5.26 5.34 5.43 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.27 8.27 8.27 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 5.05 5.45 5.82 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.27 8.27 8.27 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 6.58 6.62 6.66 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.18 8.18 8.18 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 5.1 5.1 5.1 Guide to Pharmacology
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 6.0 6.0 6.0 PDSP Ki database
α2B ADA2B Human Adrenoceptors A pKi 6.0 6.0 6.0 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 6.0 6.0 6.0 PDSP Ki database
β1 ADRB1 Human Adrenoceptors A pKi 7.9 8.4 8.9 Guide to Pharmacology
β1 ADRB1 Human Adrenoceptors A pKi 8.57 9.34 10.7 PDSP Ki database
β2 ADRB2 Human Adrenoceptors A pKi 9.1 9.3 9.5 Guide to Pharmacology
β2 ADRB2 Human Adrenoceptors A pKi 6.4 8.97 11.0 PDSP Ki database
β3 ADRB3 Human Adrenoceptors A pKi 6.3 6.75 7.2 Guide to Pharmacology
β3 ADRB3 Human Adrenoceptors A pKd 6.67 6.73 6.79 ChEMBL
β3 ADRB3 Human Adrenoceptors A pKi 6.91 6.96 7.0 ChEMBL
β3 ADRB3 Human Adrenoceptors A pKi 6.73 6.73 6.73 PDSP Ki database
β3 ADRB3 Human Adrenoceptors A pKi 8.21 8.21 8.21 Drug Central
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
H1 HRH1 Human Histamine A pKi 8.33 8.33 8.33 Drug Central
β3 ADRB3 Mouse Adrenoceptors A pKi 6.5 6.55 6.6 Guide to Pharmacology
5-HT6 5HT6R Mouse 5-Hydroxytryptamine A pKi 5.0 5.0 5.0 PDSP Ki database
β2 ADRB2 Bovine Adrenoceptors A pKd 9.05 9.05 9.05 ChEMBL
β2 ADRB2 Bovine Adrenoceptors A pKd 8.04 8.04 8.04 Drug Central
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 5.61 5.9 6.24 PDSP Ki database
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 6.61 6.9 7.19 PDSP Ki database
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.15 8.15 8.15 Drug Central
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 5.6 5.6 5.6 PDSP Ki database
D2 DRD2 Bovine Dopamine A pKi 5.55 5.55 5.55 PDSP Ki database
β1 ADRB1 Mouse Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
β2 ADRB2 Rat Adrenoceptors A pKi 5.0 7.65 9.34 PDSP Ki database
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pKi 5.89 5.89 5.89 PDSP Ki database
5-HT1B 5HT1B Guinea pig 5-Hydroxytryptamine A pKi 5.56 5.56 5.56 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 8.31 8.31 8.31 Drug Central
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 5.0 5.0 5.0 PDSP Ki database
β3 ADRB3 Rat Adrenoceptors A pKi 6.4 6.4 6.4 Guide to Pharmacology
β2 ADRB2 Guinea pig Adrenoceptors A pKi 9.08 9.09 9.1 PDSP Ki database
β2 ADRB2 Guinea pig Adrenoceptors A pKd 8.05 8.05 8.05 Drug Central
5-HT2C 5HT2C Mouse 5-Hydroxytryptamine A pKi 6.24 6.24 6.24 PDSP Ki database
β1 ADRB1 Rat Adrenoceptors A pKi 8.55 8.86 9.16 PDSP Ki database
β1 ADRB1 Rat Adrenoceptors A pKi 8.07 8.07 8.07 Drug Central
5-HT1D F1MMU1 Bovine 5-Hydroxytryptamine A pKi 5.0 5.35 5.5 PDSP Ki database
β1 H0W3H1 Guinea pig Adrenoceptors A pKi 8.28 8.28 8.28 PDSP Ki database
5-HT1A A0A4X1UTF5 Pig 5-Hydroxytryptamine A pKi 6.48 6.48 6.48 PDSP Ki database
β1 B0FL73 Guinea pig Adrenoceptors A pKd 8.06 8.06 8.06 Drug Central
5-HT2C K7GSR7 Pig 5-Hydroxytryptamine A pKi 5.8 6.31 6.8 PDSP Ki database
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
β2 ADRB2 Dog Adrenoceptors A pIC50 7.77 7.77 7.77 ChEMBL
β1 B0FL73 Guinea pig Adrenoceptors A pIC50 7.46 7.46 7.46 ChEMBL
β2 ADRB2 Guinea pig Adrenoceptors A pIC50 7.54 7.54 7.54 ChEMBL
β1 ADRB1 Human Adrenoceptors A pEC50 8.74 8.74 8.74 ChEMBL
β1 ADRB1 Human Adrenoceptors A pIC50 6.6 8.05 8.72 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 6.61 6.76 6.91 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 5.51 5.75 6.0 ChEMBL
β2 ADRB2 Human Adrenoceptors A pIC50 7.3 8.9 9.45 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 5.64 5.75 5.86 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pIC50 5.4 5.4 5.4 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 5.72 5.78 5.83 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 6.39 6.43 6.47 ChEMBL
β3 ADRB3 Human Adrenoceptors A pIC50 6.78 6.83 6.88 ChEMBL
TSH TSHR Human Glycoprotein hormone A Potency 4.4 4.4 4.4 ChEMBL
β2 ADRB2 Dog Adrenoceptors A pIC50 8.11 8.11 8.11 Drug Central