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
H1 HRH1 Human Histamine A pKi 8.52 8.52 8.52 Guide to Pharmacology
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 6.2 6.2 6.2 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 7.02 7.02 7.02 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 5.76 5.76 5.76 ChEMBL
NK2 NK2R Human Tachykinin A pKi 6.0 6.0 6.0 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 8.0 8.0 8.0 ChEMBL
H2 HRH2 Human Histamine A pKi 5.78 5.78 5.78 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 6.42 6.42 6.42 ChEMBL
MC5 MC5R Human Melanocortin A pKi 5.67 5.67 5.67 ChEMBL
MC3 MC3R Human Melanocortin A pKi 4.87 4.87 4.87 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 6.3 6.3 6.3 ChEMBL
β1 ADRB1 Human Adrenoceptors A pKi 5.0 5.0 5.0 ChEMBL
β3 ADRB3 Human Adrenoceptors A pKi 5.22 5.22 5.22 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 5.74 5.74 5.74 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 6.59 6.59 6.59 ChEMBL
H1 HRH1 Human Histamine A pKi 8.52 8.66 8.79 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 6.75 6.75 6.75 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.3 6.3 6.3 ChEMBL
D1 DRD1 Human Dopamine A pKi 5.7 5.7 5.7 ChEMBL
D4 DRD4 Human Dopamine A pKi 5.67 5.67 5.67 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 6.36 6.36 6.36 ChEMBL
MC4 MC4R Human Melanocortin A pKi 4.87 4.87 4.87 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.82 5.82 5.82 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.03 7.03 7.03 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 ChEMBL
D3 DRD3 Human Dopamine A pKi 6.83 6.83 6.83 ChEMBL
δ OPRD Human Opioid A pKi 5.34 5.34 5.34 ChEMBL
A3 AA3R Human Adenosine A pKi 4.78 4.78 4.78 ChEMBL
κ OPRK Human Opioid A pKi 5.58 5.58 5.58 ChEMBL
D2 DRD2 Human Dopamine A pKi 5.82 5.82 5.82 ChEMBL
H1 HRH1 Human Histamine A pKi 5.0 7.05 9.1 PDSP Ki database
H1 HRH1 Guinea pig Histamine A pKi 9.1 9.1 9.1 PDSP Ki database
SST3 SSR3 Human Somatostatin A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.08 8.08 8.08 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.09 8.09 8.09 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.15 8.15 8.15 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.24 8.24 8.24 Drug Central
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.18 8.18 8.18 Drug Central
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.2 8.2 8.2 Drug Central
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 8.18 8.18 8.18 Drug Central
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 8.2 8.2 8.2 Drug Central
α1D ADA1D Human Adrenoceptors A pKi 8.1 8.1 8.1 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.24 8.24 8.24 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.24 8.24 8.24 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.18 8.18 8.18 Drug Central
β1 ADRB1 Human Adrenoceptors A pKi 8.3 8.3 8.3 Drug Central
β3 ADRB3 Human Adrenoceptors A pKi 8.28 8.28 8.28 Drug Central
D1 DRD1 Human Dopamine A pKi 8.24 8.24 8.24 Drug Central
D3 DRD3 Human Dopamine A pKi 8.17 8.17 8.17 Drug Central
D4 DRD4 Human Dopamine A pKi 8.25 8.25 8.25 Drug Central
H2 HRH2 Human Histamine A pKi 8.24 8.24 8.24 Drug Central
MC3 MC3R Human Melanocortin A pKi 8.31 8.31 8.31 Drug Central
MC4 MC4R Human Melanocortin A pKi 8.31 8.31 8.31 Drug Central
MC5 MC5R Human Melanocortin A pKi 8.25 8.25 8.25 Drug Central
δ OPRD Human Opioid A pKi 8.27 8.27 8.27 Drug Central
κ OPRK Human Opioid A pKi 8.25 8.25 8.25 Drug Central
μ OPRM Human Opioid A pKi 8.21 8.21 8.21 Drug Central
SST5 SSR5 Human Somatostatin A pKi 8.27 8.27 8.27 Drug Central
NK1 NK1R Human Tachykinin A pKi 8.3 8.3 8.3 Drug Central
NK2 NK2R Human Tachykinin A pKi 8.22 8.22 8.22 Drug Central
A3 AA3R Human Adenosine A pKi 8.32 8.32 8.32 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.15 8.15 8.15 Drug Central
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 6.59 6.59 6.59 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.17 8.17 8.17 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 6.54 6.54 6.54 ChEMBL
D2 DRD2 Human Dopamine A pKi 8.23 8.23 8.23 Drug Central
H4 HRH4 Human Histamine A pKi 5.1 5.1 5.1 ChEMBL
H4 HRH4 Human Histamine A pKi 8.29 8.29 8.29 Drug Central
μ OPRM Human Opioid A pKi 6.22 6.22 6.22 ChEMBL
SST2 SSR2 Human Somatostatin A pKi 5.0 5.0 5.0 PDSP Ki database
SST4 SSR4 Human Somatostatin A pKi 5.0 5.0 5.0 PDSP Ki database
SST5 SSR5 Human Somatostatin A pKi 5.39 5.39 5.39 ChEMBL
NK1 NK1R Human Tachykinin A pKi 5.07 5.07 5.07 ChEMBL
H1 HRH1 Guinea pig Histamine A pKd 8.42 8.42 8.42 ChEMBL
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pIC50 5.86 5.86 5.86 ChEMBL
α1B ADA1B Rat Adrenoceptors A pIC50 6.76 6.76 6.76 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 5.42 5.42 5.42 ChEMBL
NK2 NK2R Human Tachykinin A pIC50 5.53 5.53 5.53 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 7.62 7.62 7.62 ChEMBL
H2 HRH2 Human Histamine A pIC50 5.77 5.77 5.77 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 6.11 6.11 6.11 ChEMBL
MC5 MC5R Human Melanocortin A pIC50 5.64 5.64 5.64 ChEMBL
MC3 MC3R Human Melanocortin A pIC50 4.81 4.81 4.81 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pIC50 6.15 6.15 6.15 ChEMBL
β1 ADRB1 Human Adrenoceptors A pIC50 4.76 4.76 4.76 ChEMBL
β3 ADRB3 Human Adrenoceptors A pIC50 5.09 5.09 5.09 ChEMBL
α2A ADA2A Human Adrenoceptors A pIC50 5.32 5.32 5.32 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pIC50 5.73 5.73 5.73 ChEMBL
H1 HRH1 Human Histamine A pIC50 7.85 7.85 7.85 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pIC50 6.08 6.08 6.08 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pIC50 5.85 5.85 5.85 ChEMBL
D1 DRD1 Human Dopamine A pIC50 5.4 5.4 5.4 ChEMBL
D4 DRD4 Human Dopamine A pIC50 5.22 5.22 5.22 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 6.12 6.12 6.12 ChEMBL
MC4 MC4R Human Melanocortin A pIC50 4.85 4.85 4.85 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 5.49 5.49 5.49 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 6.75 6.75 6.75 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 7.7 7.7 7.7 ChEMBL
D3 DRD3 Human Dopamine A pIC50 6.36 6.36 6.36 ChEMBL
δ OPRD Human Opioid A pIC50 4.89 4.89 4.89 ChEMBL
A3 AA3R Human Adenosine A pIC50 4.54 4.54 4.54 ChEMBL
κ OPRK Human Opioid A pIC50 5.18 5.18 5.18 ChEMBL
D2 DRD2 Human Dopamine A pIC50 5.34 5.34 5.34 ChEMBL
H1 HRH1 Human Histamine A pA2 8.07 8.07 8.07 Drug Central
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.21 8.21 8.21 Drug Central
α1A ADA1A Rat Adrenoceptors A pIC50 8.12 8.12 8.12 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 7.92 7.92 7.92 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pIC50 5.97 5.97 5.97 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 5.71 5.71 5.71 ChEMBL
μ OPRM Human Opioid A pIC50 5.83 5.83 5.83 ChEMBL
NK1 NK1R Human Tachykinin A pIC50 4.8 4.8 4.8 ChEMBL