xanomeline


SMILES CCCCCCOc1nsnc1C1=CCCN(C1)C
InChIKey JOLJIIDDOBNFHW-UHFFFAOYSA-N

Chemical properties

Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 7
Molecular weight (Da) 281.2

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 8FX5
Ligand site mutations M1 M4

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 Guide to Pharmacology
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.6 5.6 5.6 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 6.5 6.5 6.5 Guide to Pharmacology
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 Guide to Pharmacology
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.4 7.4 7.4 Guide to Pharmacology
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 Guide to Pharmacology
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 6.7 7.3 7.9 Guide to Pharmacology
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.9 7.15 7.4 Guide to Pharmacology
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.2 7.3 7.4 Guide to Pharmacology
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 6.7 7.05 7.4 Guide to Pharmacology
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 5.8 6.91 8.03 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 7.14 7.47 7.95 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.1 7.55 8.11 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 5.35 6.8 8.09 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 5.4 7.1 8.1 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.09 8.09 8.09 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 8.19 8.19 8.19 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.11 8.11 8.11 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.13 8.13 8.13 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.16 8.16 8.16 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 PDSP Ki database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 PDSP Ki database
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.2 8.2 8.2 PDSP Ki database
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 6.5 6.5 6.5 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 PDSP Ki database
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.7 7.7 7.7 PDSP Ki database
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.4 7.4 7.4 PDSP Ki database
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 7.1 7.1 7.1 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 6.9 6.9 6.9 PDSP Ki database
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 7.4 7.4 7.4 PDSP Ki database
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 7.7 7.7 7.7 PDSP Ki database
M5 ACM5 Human Acetylcholine (muscarinic) A pKi 4.85 6.12 7.4 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 6.0 6.0 6.0 PDSP Ki database
D3 DRD3 Human Dopamine A pKi 6.4 6.4 6.4 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.16 8.16 8.16 Drug Central
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 8.1 8.1 8.1 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
α1B ADA1B Human Adrenoceptors A pKi 8.24 8.24 8.24 Drug Central
D2 DRD2 Human Dopamine A pKi 8.22 8.22 8.22 Drug Central
D3 DRD3 Human Dopamine A pKi 8.19 8.19 8.19 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.6 5.6 5.6 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.16 8.16 8.16 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.7 7.7 7.7 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 6.9 6.9 6.9 PDSP Ki database
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 8.13 8.13 8.13 Drug Central
M4 ACM4 Human Acetylcholine (muscarinic) A pKi 7.4 7.55 7.7 Guide to Pharmacology
α1B ADA1B Human Adrenoceptors A pKi 5.8 5.8 5.8 PDSP Ki database
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
M3 ACM3 Mouse Acetylcholine (muscarinic) A pEC50 4.96 4.96 4.96 ChEMBL
M1 ACM1 Mouse Acetylcholine (muscarinic) A pEC50 5.24 5.24 5.24 ChEMBL
M2 ACM2 Rat Acetylcholine (muscarinic) A pIC50 7.8 7.8 7.8 ChEMBL
M1 ACM1 Rat Acetylcholine (muscarinic) A pIC50 8.0 8.24 8.7 ChEMBL
M5 ACM5 Human Acetylcholine (muscarinic) A pEC50 4.9 6.05 6.85 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pIC50 7.6 7.6 7.6 ChEMBL
M4 ACM4 Human Acetylcholine (muscarinic) A pEC50 5.2 7.22 8.22 ChEMBL
M3 ACM3 Human Acetylcholine (muscarinic) A pEC50 4.6 5.76 6.92 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pEC50 6.4 6.66 6.92 ChEMBL
M2 ACM2 Human Acetylcholine (muscarinic) A pIC50 6.5 7.2 7.9 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pEC50 4.79 6.99 8.8 ChEMBL
M1 ACM1 Human Acetylcholine (muscarinic) A pIC50 5.31 6.55 7.74 ChEMBL
M1 ACM1 Mouse Acetylcholine (muscarinic) A pEC50 8.28 8.28 8.28 Drug Central
M1 ACM1 Rat Acetylcholine (muscarinic) A pIC50 8.06 8.06 8.06 Drug Central
M2 ACM2 Rat Acetylcholine (muscarinic) A pIC50 8.11 8.11 8.11 Drug Central