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ID: ALA218790
Max Phase: Preclinical
Molecular Formula: C19H23F3N2O
Molecular Weight: 352.40
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(/C=C/c1ccc(C(F)(F)F)cc1)N1CCC[C@H]1CN1CCCC1
Standard InChI: InChI=1S/C19H23F3N2O/c20-19(21,22)16-8-5-15(6-9-16)7-10-18(25)24-13-3-4-17(24)14-23-11-1-2-12-23/h5-10,17H,1-4,11-14H2/b10-7+/t17-/m0/s1
Standard InChI Key: LIWQRVPGHLYPQJ-JEJOPICUSA-N
Associated Targets(Human)
Histamine H3 receptor 10389 Activities
HERG 29587 Activities
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Associated Targets(non-human)
Rattus norvegicus 775804 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Histamine receptor H3 146 Activities
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Rhesus monkey 3147 Activities
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Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 352.40 | Molecular Weight (Monoisotopic): 352.1762 | AlogP: 3.81 | #Rotatable Bonds: 4 |
| Polar Surface Area: 23.55 | Molecular Species: BASE | HBA: 2 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 9.18 | CX LogP: 3.54 | CX LogD: 1.77 |
| Aromatic Rings: 1 | Heavy Atoms: 25 | QED Weighted: 0.77 | Np Likeness Score: -0.98 |
References
| 1. Lau JF, Jeppesen CB, Rimvall K, Hohlweg R.. (2006) Ureas with histamine H3-antagonist receptor activity--a new scaffold discovered by lead-hopping from cinnamic acid amides., 16 (20): [PMID:16908150] [10.1016/j.bmcl.2006.07.093] |
| 2. Pierson PD, Fettes A, Freichel C, Gatti-McArthur S, Hertel C, Huwyler J, Mohr P, Nakagawa T, Nettekoven M, Plancher JM, Raab S, Richter H, Roche O, Rodríguez Sarmiento RM, Schmitt M, Schuler F, Takahashi T, Taylor S, Ullmer C, Wiegand R.. (2009) 5-hydroxyindole-2-carboxylic acid amides: novel histamine-3 receptor inverse agonists for the treatment of obesity., 52 (13): [PMID:19456097] [10.1021/jm900409x] |
| 3. Levoin N, Labeeuw O, Calmels T, Poupardin-Olivier O, Berrebi-Bertrand I, Lecomte JM, Schwartz JC, Capet M.. (2011) Novel and highly potent histamine H3 receptor ligands. Part 1: withdrawing of hERG activity., 21 (18): [PMID:21802950] [10.1016/j.bmcl.2011.07.006] |
| 4. Berlin M, Boyce CW, Ruiz Mde L.. (2011) Histamine H3 receptor as a drug discovery target., 54 (1): [PMID:21062081] [10.1021/jm100064d] |
Source
Source(1):