5-hydroxytryptamine


SMILES NCCc1c[nH]c2c1cc(O)cc2
InChIKey QZAYGJVTTNCVMB-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 2
Molecular weight (Da) 176.1

Drug properties

Molecular type Small molecule
Physiological/Surrogate Endogenous
Approved drug Yes

Database connections

Structure pdb 7YS6 7XT9 7XTA 7E2Y 7XT8 7WC4 7XTB 7E32
Ligand site mutations 5-HT1A 5-HT1B 5-HT1D 5-HT2A 5-HT2B 5-HT2C 5-HT4 5-HT5A 5-HT6 5-HT7

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 9.1 9.4 9.7 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKd 7.5 7.95 8.4 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.4 8.2 9.0 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.0 8.5 9.0 Guide to Pharmacology
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.0 8.1 8.2 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 7.7 7.85 8.0 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKd 8.0 8.0 8.0 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.0 7.2 8.4 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKd 8.9 8.9 8.9 Guide to Pharmacology
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.9 8.15 8.4 Guide to Pharmacology
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.8 7.7 8.6 Guide to Pharmacology
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKd 8.4 8.6 8.8 Guide to Pharmacology
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 5.9 6.45 7.0 Guide to Pharmacology
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.7 6.8 6.9 Guide to Pharmacology
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.8 7.15 7.5 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.1 8.85 9.6 Guide to Pharmacology
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.0 Guide to Pharmacology
D5 DRD5 Human Dopamine A pKi 5.5 5.5 5.5 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.6 7.25 7.9 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKd 7.9 7.9 7.9 Guide to Pharmacology
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 6.0 6.25 6.5 Guide to Pharmacology
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKd 7.7 7.7 7.7 Guide to Pharmacology
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 6.7 7.45 8.2 Guide to Pharmacology
5-HT5A 5HT5A Rat 5-Hydroxytryptamine A pKi 6.6 6.6 6.6 Guide to Pharmacology
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 6.7 7.3 7.9 Guide to Pharmacology
5-HT4 5HT4R Mouse 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 Guide to Pharmacology
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 8.3 8.3 8.3 Guide to Pharmacology
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.7 8.95 9.2 Guide to Pharmacology
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 6.0 6.3 6.6 Guide to Pharmacology
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 6.82 6.82 6.82 ChEMBL
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.0 8.45 9.22 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 7.5 7.71 8.0 ChEMBL
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.6 6.87 7.09 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 7.6 8.45 8.96 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.75 8.26 8.96 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.26 8.56 9.3 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.09 8.93 9.96 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKd 8.4 8.4 8.4 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 8.05 8.54 8.8 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.9 7.16 7.48 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.35 7.42 8.16 ChEMBL
5-HT2C K7GSR7 Pig 5-Hydroxytryptamine A pKi 7.09 7.62 8.33 PDSP Ki database
5-HT1A A0A4X1UTF5 Pig 5-Hydroxytryptamine A pKi 8.48 8.52 8.62 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.05 8.5 9.3 PDSP Ki database
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pKi 7.74 8.47 8.74 PDSP Ki database
5-HT1D F1MMU1 Bovine 5-Hydroxytryptamine A pKi 6.4 8.25 8.72 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 5.36 7.27 8.43 PDSP Ki database
5-HT2A 5HT2A Rat 5-Hydroxytryptamine A pKi 5.39 6.49 9.52 PDSP Ki database
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 5.69 5.69 5.69 PDSP Ki database
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 6.67 6.67 6.67 PDSP Ki database
5-HT2B F6QI78 Bovine 5-Hydroxytryptamine A pKi 6.12 6.12 6.12 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.01 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.78 8.49 9.59 PDSP Ki database
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 6.63 7.07 7.9 PDSP Ki database
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 6.7 7.17 8.2 PDSP Ki database
5-HT4 5HT4R Mouse 5-Hydroxytryptamine A pKi 7.1 7.14 7.25 PDSP Ki database
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 5.96 6.44 6.6 PDSP Ki database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.42 8.44 9.24 PDSP Ki database
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 7.6 8.77 9.9 PDSP Ki database
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.88 7.13 7.25 PDSP Ki database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 7.49 8.15 9.24 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 6.5 7.59 9.15 PDSP Ki database
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 6.5 6.79 7.25 PDSP Ki database
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.72 8.38 9.1 PDSP Ki database
5-HT5A 5HT5A Rat 5-Hydroxytryptamine A pKi 5.88 6.25 6.62 PDSP Ki database
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 7.55 7.9 8.0 PDSP Ki database
5-HT7 5HT7R Guinea pig 5-Hydroxytryptamine A pKi 8.87 9.37 10.0 PDSP Ki database
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.09 8.37 9.22 PDSP Ki database
5-HT6 5HT6R Mouse 5-Hydroxytryptamine A pKi 7.02 7.57 8.3 PDSP Ki database
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 7.96 8.23 8.64 PDSP Ki database
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 5.0 7.25 8.0 PDSP Ki database
MT2 MTR1B Human Melatonin A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 6.87 8.49 9.92 PDSP Ki database
5-HT1B 5HT1B Guinea pig 5-Hydroxytryptamine A pKi 8.6 8.62 8.64 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 5.0 5.18 5.78 PDSP Ki database
D1 DRD1 Bovine Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1D 5HT1D Dog 5-Hydroxytryptamine A pKi 7.8 8.05 8.3 PDSP Ki database
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 7.4 7.4 7.4 PDSP Ki database
5-HT1F 5HT1F Mouse 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 PDSP Ki database
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pKi 7.17 7.17 7.17 PDSP Ki database
5-HT2B 5HT2B Mouse 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 PDSP Ki database
5-HT7 5HT7R Mouse 5-Hydroxytryptamine A pKi 8.3 8.3 8.3 PDSP Ki database
D5 DRD5 Human Dopamine A pKi 5.52 5.52 5.52 PDSP Ki database
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 6.78 7.97 8.62 PDSP Ki database
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.0 8.5 9.21 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.87 7.91 7.97 ChEMBL
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 7.96 8.11 8.4 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.16 7.08 8.09 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pKi 5.98 6.68 7.53 ChEMBL
β2 ADRB2 Human Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
D1 DRD1 Human Dopamine A pKd 5.01 5.01 5.01 ChEMBL
TA1 TAAR1 Human Trace amine A pKi 5.22 5.22 5.22 PDSP Ki database
MT1 MTR1A Human Melatonin A pKi 5.0 5.0 5.0 PDSP Ki database
D3 DRD3 Rat Dopamine A pKi 5.63 5.63 5.63 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pKi 6.73 7.08 7.43 ChEMBL
5-HT2C 5HT2C Dog 5-Hydroxytryptamine A pKi 6.78 6.78 6.78 PDSP Ki database
D2 DRD2 Dog Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
D1 DRD1 Rat Dopamine A pKi 5.0 5.15 5.3 PDSP Ki database
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 8.0 8.0 8.0 Guide to Pharmacology
5-HT2C 5HT2C Mouse 5-Hydroxytryptamine A pKi 6.94 6.94 6.94 PDSP Ki database
5-HT1A F6Q2H9 Bovine 5-Hydroxytryptamine A pKi 8.37 8.54 8.7 PDSP Ki database
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pIC50 7.2 7.2 7.2 Guide to Pharmacology
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pIC50 7.09 7.23 7.38 ChEMBL
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pEC50 8.55 8.55 8.55 ChEMBL
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pIC50 6.55 6.75 7.1 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pIC50 8.3 8.32 8.34 ChEMBL
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pEC50 7.58 7.58 7.58 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pIC50 7.54 7.95 8.3 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pEC50 7.52 8.06 8.33 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pEC50 6.95 7.82 8.44 ChEMBL
5-HT7 5HT7R Human 5-Hydroxytryptamine A pIC50 8.59 9.25 9.6 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.28 8.39 8.59 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pEC50 6.49 7.25 8.0 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 6.58 6.92 7.56 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pEC50 7.36 7.37 7.38 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pEC50 6.72 8.83 10.05 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 7.09 8.0 8.9 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pIC50 8.22 8.51 8.92 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pEC50 5.75 7.64 9.3 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pEC50 7.6 8.86 10.15 ChEMBL
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pEC50 8.1 8.1 8.1 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pEC50 5.78 8.16 9.57 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 7.55 7.55 7.55 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pEC50 7.0 7.46 7.92 ChEMBL
5-HT4 5HT4R Human 5-Hydroxytryptamine A pIC50 6.49 6.49 6.49 ChEMBL
D3 DRD3 Human Dopamine A pEC50 6.28 6.28 6.28 ChEMBL
TA1 TAAR1 Human Trace amine A pEC50 4.46 4.46 4.46 ChEMBL
NPS NPSR1 Human Neuropeptide S A Potency 4.5 4.5 4.5 ChEMBL
TSH TSHR Human Glycoprotein hormone A Potency 4.5 4.5 4.5 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pEC50 7.77 7.98 8.2 ChEMBL
5-HT4 5HT4R Rat 5-Hydroxytryptamine A pIC50 6.83 7.63 8.43 ChEMBL
5-HT1D 5HT1D Guinea pig 5-Hydroxytryptamine A pEC50 7.8 8.05 8.28 ChEMBL
5-HT1D 5HT1D Guinea pig 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT2A 5HT2A Mouse 5-Hydroxytryptamine A pEC50 9.28 9.28 9.28 ChEMBL
5-HT1A 5HT1A Mouse 5-Hydroxytryptamine A pIC50 8.3 8.3 8.3 ChEMBL
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pIC50 8.52 8.52 8.52 ChEMBL
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pEC50 8.28 8.28 8.28 ChEMBL
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pEC50 8.38 8.42 8.46 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A Potency 4.65 5.83 7.0 ChEMBL