8-cyclopentyltheophylline
| SMILES | Cn1c2nc([nH]c2c(=O)n(c1=O)C)C1CCCC1 |
| InChIKey | SCVHFRLUNIOSGI-UHFFFAOYSA-N |
Chemical properties
| Hydrogen bond acceptors | 5 |
| Hydrogen bond donors | 1 |
| Rotatable bonds | 1 |
| Molecular weight (Da) | 248.1 |
Drug properties
| Molecular type | Small molecule |
| Endogenous/Surrogate | Surrogate |
| Approved drug | No |
Database connections
| Ligand site mutations | A1 |
Bioactivities
| Receptor | Activity | Source | |||||||
|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Type | Min | Avg | Max | Database |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 6.9 | 7.05 | 7.2 | Guide to Pharmacology |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 7.83 | 7.83 | 7.83 | Guide to Pharmacology |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 7.93 | 7.93 | 7.93 | Guide to Pharmacology |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 7.89 | 7.89 | 7.89 | Guide to Pharmacology |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 8.14 | 8.14 | 8.14 | Guide to Pharmacology |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 7.8 | 7.8 | 7.8 | Guide to Pharmacology |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 6.5 | 6.85 | 7.2 | Guide to Pharmacology |
| 5-HT2C | 5HT2C | Rat | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.1 | 8.1 | Guide to Pharmacology |
| 5-HT7 | 5HT7R | Mouse | 5-Hydroxytryptamine | A | pKi | 6.4 | 6.4 | 6.4 | Guide to Pharmacology |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 6.9 | 6.95 | 7.0 | Guide to Pharmacology |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pKi | 5.77 | 5.77 | 5.77 | ChEMBL |
| α1B | ADA1B | Rat | Adrenoceptors | A | pKi | 7.38 | 7.38 | 7.38 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 8.43 | 8.43 | 8.43 | ChEMBL |
| α1A | ADA1A | Rat | Adrenoceptors | A | pKi | 8.25 | 8.25 | 8.25 | ChEMBL |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 8.07 | 8.07 | 8.07 | ChEMBL |
| H2 | HRH2 | Human | Histamine | A | pKi | 6.14 | 6.14 | 6.14 | ChEMBL |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 6.88 | 6.88 | 6.88 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 7.28 | 7.28 | 7.28 | ChEMBL |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 8.24 | 8.24 | 8.24 | ChEMBL |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 9.13 | 9.13 | 9.13 | ChEMBL |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 8.27 | 8.27 | 8.27 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 7.35 | 7.35 | 7.35 | ChEMBL |
| D1 | DRD1 | Human | Dopamine | A | pKi | 6.75 | 6.9 | 7.05 | ChEMBL |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 7.54 | 7.54 | 7.54 | ChEMBL |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pKi | 5.94 | 5.94 | 5.94 | ChEMBL |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 7.19 | 7.19 | 7.19 | ChEMBL |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 8.56 | 8.56 | 8.56 | ChEMBL |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 8.5 | 8.5 | 8.5 | ChEMBL |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 8.36 | 8.36 | 8.36 | ChEMBL |
| D3 | DRD3 | Human | Dopamine | A | pKi | 6.69 | 6.95 | 7.21 | ChEMBL |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 7.64 | 7.64 | 7.64 | PDSP Ki database |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 6.47 | 7.02 | 7.2 | PDSP Ki database |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 6.9 | 6.95 | 7.03 | PDSP Ki database |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 6.85 | 7.02 | 7.19 | PDSP Ki database |
| 5-HT2C | 5HT2C | Rat | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.23 | 8.37 | PDSP Ki database |
| 5-HT6 | 5HT6R | Mouse | 5-Hydroxytryptamine | A | pKi | 6.4 | 6.72 | 7.05 | PDSP Ki database |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.95 | 6.89 | PDSP Ki database |
| H1 | HRH1 | Guinea pig | Histamine | A | pKi | 8.8 | 9.29 | 9.77 | PDSP Ki database |
| 5-HT1A | 5HT1A | Human | 5-Hydroxytryptamine | A | pKi | 6.35 | 6.35 | 6.35 | PDSP Ki database |
| D2 | DRD2 | Human | Dopamine | A | pKi | 5.84 | 6.28 | 6.71 | PDSP Ki database |
| H1 | HRH1 | Human | Histamine | A | pKi | 8.95 | 9.07 | 9.3 | PDSP Ki database |
| H1 | HRH1 | Rat | Histamine | A | pKi | 8.08 | 8.29 | 8.39 | PDSP Ki database |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 7.41 | 7.65 | 7.89 | PDSP Ki database |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 7.62 | 7.71 | 7.8 | PDSP Ki database |
| D1 | DRD1 | Rat | Dopamine | A | pKi | 7.09 | 7.09 | 7.09 | PDSP Ki database |
| β2 | ADRB2 | Rat | Adrenoceptors | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 7.83 | 7.89 | 7.96 | PDSP Ki database |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 7.93 | 7.93 | 7.93 | PDSP Ki database |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 8.14 | 8.14 | 8.14 | PDSP Ki database |
| D3 | DRD3 | Human | Dopamine | A | pKi | 6.69 | 6.69 | 6.69 | PDSP Ki database |
| D5 | DRD5 | Human | Dopamine | A | pKi | 6.77 | 6.77 | 6.77 | PDSP Ki database |
| H3 | HRH3 | Human | Histamine | A | pKi | 6.0 | 6.0 | 6.0 | PDSP Ki database |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 8.4 | 8.4 | 8.4 | PDSP Ki database |
| 5-HT1A | 5HT1A | Human | 5-Hydroxytryptamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.1 | 8.1 | Drug Central |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 8.13 | 8.13 | 8.13 | Drug Central |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| 5-HT7 | 5HT7R | Human | 5-Hydroxytryptamine | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 8.11 | 8.11 | 8.11 | Drug Central |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 8.1 | 8.1 | 8.1 | Drug Central |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 8.11 | 8.11 | 8.11 | Drug Central |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 8.16 | 8.16 | 8.16 | Drug Central |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| D1 | DRD1 | Human | Dopamine | A | pKi | 8.15 | 8.15 | 8.15 | Drug Central |
| D2 | DRD2 | Human | Dopamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| D3 | DRD3 | Human | Dopamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| D5 | DRD5 | Human | Dopamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| H1 | HRH1 | Human | Histamine | A | pKi | 8.03 | 8.03 | 8.03 | Drug Central |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 8.14 | 8.14 | 8.14 | Drug Central |
| 5-HT2C | 5HT2C | Rat | 5-Hydroxytryptamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| 5-HT7 | 5HT7R | Mouse | 5-Hydroxytryptamine | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pKi | 8.24 | 8.24 | 8.24 | Drug Central |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 8.15 | 8.15 | 8.15 | Drug Central |
| 5-HT1B | 5HT1B | Cat | 5-Hydroxytryptamine | A | pKi | 6.84 | 6.84 | 6.84 | PDSP Ki database |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 8.4 | 8.4 | 8.4 | PDSP Ki database |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 8.15 | 8.15 | 8.15 | Drug Central |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 8.08 | 8.08 | 8.08 | Drug Central |
| D1 | DRD1 | Human | Dopamine | A | pKi | 7.05 | 7.05 | 7.05 | PDSP Ki database |
| D2 | DRD2 | Human | Dopamine | A | pKi | 6.47 | 6.59 | 6.71 | ChEMBL |
| D5 | DRD5 | Human | Dopamine | A | pKi | 6.77 | 6.77 | 6.77 | ChEMBL |
| H1 | HRH1 | Human | Histamine | A | pKi | 9.3 | 9.3 | 9.3 | Guide to Pharmacology |
| H1 | HRH1 | Human | Histamine | A | pKi | 8.95 | 9.11 | 9.26 | ChEMBL |
| H4 | HRH4 | Human | Histamine | A | pKi | 7.47 | 7.47 | 7.47 | PDSP Ki database |
| H4 | HRH4 | Human | Histamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| α1B | ADA1B | Rat | Adrenoceptors | A | pKi | 8.13 | 8.13 | 8.13 | Drug Central |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pKi | 6.08 | 6.08 | 6.08 | PDSP Ki database |
| D2 | DRD2 | Rat | Dopamine | A | pKi | 6.07 | 6.07 | 6.07 | PDSP Ki database |
| Receptor | Activity | Source | |||||||
|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Type | Min | Avg | Max | Database |
| LPA1 | LPAR1 | Human | Lysophospholipid (LPA) | A | pIC50 | 6.22 | 6.22 | 6.22 | Guide to Pharmacology |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pIC50 | 5.43 | 5.43 | 5.43 | ChEMBL |
| α1B | ADA1B | Rat | Adrenoceptors | A | pIC50 | 7.12 | 7.12 | 7.12 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pIC50 | 8.09 | 8.09 | 8.09 | ChEMBL |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 7.85 | 9.27 | 10.7 | ChEMBL |
| M1 | ACM1 | Rat | Acetylcholine (muscarinic) | A | Potency | 6.65 | 6.78 | 6.9 | ChEMBL |
| α2C | ADA2C | Human | Adrenoceptors | A | pIC50 | 7.23 | 7.23 | 7.23 | ChEMBL |
| H2 | HRH2 | Human | Histamine | A | pIC50 | 6.14 | 6.14 | 6.14 | ChEMBL |
| α2A | ADA2A | Human | Adrenoceptors | A | pIC50 | 6.46 | 6.46 | 6.46 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pIC50 | 6.98 | 6.98 | 6.98 | ChEMBL |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pIC50 | 8.1 | 8.1 | 8.1 | ChEMBL |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pIC50 | 8.28 | 8.28 | 8.28 | ChEMBL |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pIC50 | 7.58 | 7.58 | 7.58 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pIC50 | 7.16 | 7.16 | 7.16 | ChEMBL |
| D1 | DRD1 | Human | Dopamine | A | pIC50 | 6.45 | 6.45 | 6.45 | ChEMBL |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pIC50 | 7.09 | 7.09 | 7.09 | ChEMBL |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pIC50 | 5.7 | 5.7 | 5.7 | ChEMBL |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pIC50 | 6.85 | 6.85 | 6.85 | ChEMBL |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pIC50 | 7.96 | 7.96 | 7.96 | ChEMBL |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pIC50 | 8.22 | 8.22 | 8.22 | ChEMBL |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pIC50 | 7.82 | 7.82 | 7.82 | ChEMBL |
| D3 | DRD3 | Human | Dopamine | A | pIC50 | 6.74 | 6.74 | 6.74 | ChEMBL |
| α1A | ADA1A | Human | Adrenoceptors | A | pIC50 | 8.1 | 8.1 | 8.1 | Drug Central |
| α2B | ADA2B | Human | Adrenoceptors | A | pIC50 | 8.1 | 8.1 | 8.1 | Drug Central |
| H2 | HRH2 | Human | Histamine | A | pIC50 | 8.17 | 8.17 | 8.17 | Drug Central |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pIC50 | 8.24 | 8.24 | 8.24 | Drug Central |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 7.97 | 7.97 | 7.97 | Drug Central |
| H1 | HRH1 | Rat | Histamine | A | pIC50 | 7.97 | 7.97 | 7.97 | Drug Central |
| D2 | DRD2 | Human | Dopamine | A | pIC50 | 6.0 | 6.0 | 6.0 | ChEMBL |
| H1 | HRH1 | Human | Histamine | A | pIC50 | 8.32 | 8.32 | 8.32 | ChEMBL |
| H1 | HRH1 | Rat | Histamine | A | pIC50 | 10.7 | 10.7 | 10.7 | ChEMBL |