doxepin


SMILES CN(CC/C=C\1/c2ccccc2OCc2c1cccc2)C
InChIKey ODQWQRRAPPTVAG-GZTJUZNOSA-N

Chemical properties

Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 3
Molecular weight (Da) 279.2

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 3RZE
Ligand site mutations H1

Sankey plot

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
H1 HRH1 Human Histamine A pKi 9.5 9.75 10.0 Guide to Pharmacology
H1 HRH1 Human Histamine A pKd 9.0 9.0 9.0 Guide to Pharmacology
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.56 6.56 6.56 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 6.44 6.44 6.44 PDSP Ki database
H1 HRH1 Human Histamine A pKi 9.31 9.66 10.05 PDSP Ki database
H1 HRH1 Rat Histamine A pKi 9.15 9.15 9.15 PDSP Ki database
H1 HRH1 Human Histamine A pKi 9.75 9.75 9.75 ChEMBL
H4 HRH4 Human Histamine A pKi 6.98 6.98 6.98 PDSP Ki database
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.87 6.87 6.87 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 8.06 8.06 8.06 PDSP Ki database
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 7.59 7.59 7.59 PDSP Ki database
H1 HRH1 Guinea pig Histamine A pKi 9.3 9.55 9.8 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 7.42 7.42 7.42 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.8 6.8 6.8 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 7.09 7.09 7.09 PDSP Ki database
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 7.12 7.12 7.12 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.18 8.18 8.18 Drug Central
α1A ADA1A Human Adrenoceptors A pKi 8.12 8.12 8.12 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.2 8.2 8.2 Drug Central
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.17 8.17 8.17 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.14 8.14 8.14 Drug Central
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 8.15 8.15 8.15 Drug Central
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 8.15 8.15 8.15 Drug Central
D3 DRD3 Human Dopamine A pKi 8.2 8.2 8.2 Drug Central
H1 HRH1 Human Histamine A pKi 8.01 8.01 8.01 Drug Central
H2 HRH2 Human Histamine A pKi 8.24 8.24 8.24 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.6 7.6 7.6 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.16 8.16 8.16 Drug Central
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.13 8.13 8.13 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.28 7.28 7.28 PDSP Ki database
α1D ADA1D Human Adrenoceptors A pKi 8.13 8.13 8.13 Drug Central
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 6.05 6.45 6.85 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 8.14 8.14 8.14 Drug Central
H4 HRH4 Human Histamine A pEC50 8.17 8.17 8.17 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pEC50 8.13 8.13 8.13 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pEC50 8.14 8.14 8.14 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pEC50 8.15 8.15 8.15 Drug Central
D1 DRD1 Human Dopamine A pEC50 8.19 8.19 8.19 Drug Central
D2 DRD2 Human Dopamine A pEC50 8.19 8.19 8.19 Drug Central
α2C ADA2C Human Adrenoceptors A pIC50 8.15 8.15 8.15 Drug Central
α1A ADA1A Rat Adrenoceptors A pIC50 7.96 7.96 7.96 Drug Central
TSH TSHR Human Glycoprotein hormone A Potency 8.7 8.7 8.7 ChEMBL