| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA1834954
Max Phase: Preclinical
Molecular Formula: C20H14N2O5S
Molecular Weight: 394.41
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(O)c1cc(C#Cc2ccc(S(=O)(=O)Nc3ccccn3)cc2)ccc1O
Standard InChI: InChI=1S/C20H14N2O5S/c23-18-11-8-15(13-17(18)20(24)25)5-4-14-6-9-16(10-7-14)28(26,27)22-19-3-1-2-12-21-19/h1-3,6-13,23H,(H,21,22)(H,24,25)
Standard InChI Key: JJNQWYPLIWCKRB-UHFFFAOYSA-N
Associated Targets(Human)
Cystine/glutamate transporter 150 Activities
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: 394.41 | Molecular Weight (Monoisotopic): 394.0623 | AlogP: 2.69 | #Rotatable Bonds: 4 |
| Polar Surface Area: 116.59 | Molecular Species: ACID | HBA: 5 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 2.64 | CX Basic pKa: 0.47 | CX LogP: 3.96 | CX LogD: 0.06 |
| Aromatic Rings: 3 | Heavy Atoms: 28 | QED Weighted: 0.59 | Np Likeness Score: -1.00 |
References
| 1. Shukla K, Thomas AG, Ferraris DV, Hin N, Sattler R, Alt J, Rojas C, Slusher BS, Tsukamoto T.. (2011) Inhibition of xc⁻ transporter-mediated cystine uptake by sulfasalazine analogs., 21 (20): [PMID:21889337] [10.1016/j.bmcl.2011.07.081] |
| 2. Li L, Meng Y, Li Z, Dai W, Xu X, Bi X, Bian J.. (2019) Discovery and development of small molecule modulators targeting glutamine metabolism., 163 [PMID:30522056] [10.1016/j.ejmech.2018.11.066] |
Source
Source(1):