phentolamine


SMILES Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1
InChIKey MRBDMNSDAVCSSF-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Molecular weight (Da) 281.2

Drug properties

Molecular type Small molecule
Endogenous/Surrogate Surrogate
Approved drug Yes

Database connections

Ligand site mutations α1A α1B α2A

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
α2A ADA2A Bovine Adrenoceptors A pKi 8.68 8.86 9.03 ChEMBL
α2A ADA2A Rat Adrenoceptors A pKi 8.33 8.33 8.33 ChEMBL
α1A ADA1A Rabbit Adrenoceptors A pKd 8.2 8.2 8.2 ChEMBL
α1A ADA1A Bovine Adrenoceptors A pKi 8.17 8.63 9.1 ChEMBL
α1D ADA1D Rat Adrenoceptors A pKi 7.35 7.35 7.35 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 7.35 7.35 7.35 ChEMBL
α1B ADA1B Human Adrenoceptors A pKi 7.32 7.82 8.32 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 7.32 7.84 8.12 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 8.33 8.33 8.33 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 7.09 7.66 8.08 ChEMBL
α1A ADA1A Human Adrenoceptors A pKd 7.49 7.49 7.49 ChEMBL
α1A ADA1A Human Adrenoceptors A pKi 7.92 8.51 9.22 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 7.71 7.93 8.12 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 7.25 8.31 8.77 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 5.62 5.62 5.62 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.68 6.68 6.68 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.99 6.99 6.99 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 5.95 6.14 6.34 PDSP Ki database
5-HT2C 5HT2C Mouse 5-Hydroxytryptamine A pKi 6.23 6.23 6.23 PDSP Ki database
5-HT2C K7GSR7 Pig 5-Hydroxytryptamine A pKi 5.91 5.99 6.05 PDSP Ki database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 5.37 5.71 6.06 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 5.0 5.46 5.92 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.67 5.67 5.67 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 5.19 5.61 6.03 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 6.59 7.67 8.3 PDSP Ki database
α2A ADA2A Human Adrenoceptors A pKi 7.69 8.25 8.8 PDSP Ki database
α1B ADA1B Human Adrenoceptors A pKi 7.74 7.74 7.74 PDSP Ki database
H1 HRH1 Human Histamine A pKi 4.82 5.11 5.4 PDSP Ki database
α2A ADA2A Pig Adrenoceptors A pKi 8.54 8.54 8.54 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 5.82 5.97 6.12 PDSP Ki database
D1 DRD1 Bovine Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
α2B ADA2B Human Adrenoceptors A pKi 7.48 7.88 8.17 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.2 8.4 8.6 Guide to Pharmacology
α1B ADA1B Human Adrenoceptors A pKi 8.14 8.14 8.14 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 6.6 7.05 7.5 Guide to Pharmacology
α1D ADA1D Human Adrenoceptors A pKi 8.11 8.11 8.11 Drug Central
α1D ADA1D Human Adrenoceptors A pKi 6.8 7.5 8.2 Guide to Pharmacology
α2A ADA2A Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.4 8.4 8.4 Guide to Pharmacology
α2B ADA2B Human Adrenoceptors A pKi 8.09 8.09 8.09 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.2 8.2 8.2 Guide to Pharmacology
α2C ADA2C Human Adrenoceptors A pKi 8.09 8.09 8.09 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 7.6 7.75 7.9 Guide to Pharmacology
β2 ADRB2 Human Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
H1 HRH1 Human Histamine A pKi 8.27 8.27 8.27 Drug Central
α1D ADA1D Rat Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
α1D ADA1D Rat Adrenoceptors A pKi 6.95 6.95 6.95 PDSP Ki database
α1B ADA1B Rat Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 6.47 6.47 6.47 PDSP Ki database
α1A ADA1A Rat Adrenoceptors A pKi 8.1 8.1 8.1 Guide to Pharmacology
H1 HRH1 Guinea pig Histamine A pKi 5.48 5.48 5.48 PDSP Ki database
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 6.4 6.4 6.4 PDSP Ki database
α2B ADA2B Rat Adrenoceptors A pKi 8.28 8.36 8.44 PDSP Ki database
D2 DRD2 Bovine Dopamine A pKi 5.7 5.7 5.7 PDSP Ki database
H1 HRH1 Rat Histamine A pKi 4.4 4.7 5.0 PDSP Ki database
α2C ADA2C North American opossum Adrenoceptors A pKi 7.48 7.48 7.48 PDSP Ki database
α2A ADA2A Bovine Adrenoceptors A pKi 8.04 8.04 8.04 Drug Central
α2A ADA2A Rat Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
α2A ADA2A Rat Adrenoceptors A pKi 8.2 8.2 8.2 PDSP Ki database
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 5.38 5.38 5.38 PDSP Ki database
α1B ADA1B Golden hamster Adrenoceptors A pKi 8.18 8.18 8.18 Drug Central
α1B ADA1B Golden hamster Adrenoceptors A pKi 6.66 6.66 6.66 ChEMBL
α1A ADA1A Bovine Adrenoceptors A pKi 8.09 8.09 8.09 Drug Central
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
H1 HRH1 Rat Histamine A pIC50 4.9 4.9 4.9 ChEMBL
α1B ADA1B Rat Adrenoceptors A pIC50 7.09 7.09 7.09 ChEMBL
α1B ADA1B Human Adrenoceptors A pIC50 7.97 7.97 7.97 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 7.75 7.75 7.75 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 7.96 7.96 7.96 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 5.35 5.35 5.35 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 6.96 6.96 6.96 ChEMBL
α1A ADA1A Human Adrenoceptors A pIC50 8.96 8.96 8.96 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 7.66 7.78 7.9 ChEMBL
α2A ADA2A Human Adrenoceptors A pIC50 8.22 8.22 8.22 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 5.42 5.42 5.42 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 6.4 6.4 6.4 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 6.45 6.45 6.45 ChEMBL
TSH TSHR Human Glycoprotein hormone A Potency 4.4 4.4 4.4 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 8.1 8.1 8.1 Drug Central
H1 HRH1 Rat Histamine A pIC50 8.31 8.31 8.31 Drug Central