| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3319620
Max Phase: Preclinical
Molecular Formula: C26H27NO6S
Molecular Weight: 481.57
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CC1(C)CCc2cc(S(=O)(=O)N(CC(=O)O)Cc3ccc(Oc4ccccc4)cc3)ccc2O1
Standard InChI: InChI=1S/C26H27NO6S/c1-26(2)15-14-20-16-23(12-13-24(20)33-26)34(30,31)27(18-25(28)29)17-19-8-10-22(11-9-19)32-21-6-4-3-5-7-21/h3-13,16H,14-15,17-18H2,1-2H3,(H,28,29)
Standard InChI Key: FOEGBOXMDBPYEV-UHFFFAOYSA-N
Associated Targets(Human)
DAGLA Tchem Sn1-specific diacylglycerol lipase alpha (416 Activities)
ABHD6 Tchem Monoacylglycerol lipase ABHD6 (331 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
Dagla Sn1-specific diacylglycerol lipase alpha (127 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Abhd6 Monoacylglycerol lipase ABHD6 (221 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
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 |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 481.57 | Molecular Weight (Monoisotopic): 481.1559 | AlogP: 4.86 | #Rotatable Bonds: 8 |
| Polar Surface Area: 93.14 | Molecular Species: ACID | HBA: 5 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 2.94 | CX Basic pKa: | CX LogP: 4.75 | CX LogD: 1.27 |
| Aromatic Rings: 3 | Heavy Atoms: 34 | QED Weighted: 0.49 | Np Likeness Score: -0.66 |
References
| 1. Janssen FJ, Deng H, Baggelaar MP, Allarà M, van der Wel T, den Dulk H, Ligresti A, van Esbroeck AC, McGuire R, Di Marzo V, Overkleeft HS, van der Stelt M.. (2014) Discovery of glycine sulfonamides as dual inhibitors of sn-1-diacylglycerol lipase α and α/β-hydrolase domain 6., 57 (15): [PMID:24988361] [10.1021/jm500681z] |
| 2. Chupak LS, Zheng X, Hu S, Huang Y, Ding M, Lewis MA, Westphal RS, Blat Y, McClure A, Gentles RG.. (2016) Structure activity relationship studies on chemically non-reactive glycine sulfonamide inhibitors of diacylglycerol lipase., 24 (7): [PMID:26917221] [10.1016/j.bmc.2016.02.006] |
| 3. Janssen FJ, van der Stelt M.. (2016) Inhibitors of diacylglycerol lipases in neurodegenerative and metabolic disorders., 26 (16): [PMID:27394666] [10.1016/j.bmcl.2016.06.076] |
| 4. Deng H, Li W.. (2020) Therapeutic potential of targeting α/β-Hydrolase domain-containing 6 (ABHD6)., 198 [PMID:32371333] [10.1016/j.ejmech.2020.112353] |
Source
Source(1):