| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3414805
Max Phase: Preclinical
Molecular Formula: C28H24N2O6S
Molecular Weight: 516.58
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(Nc1cc(-c2ccc(-c3ccc(CO)cc3)cc2)sc1C(=O)O)N[C@@H](Cc1ccccc1)C(=O)O
Standard InChI: InChI=1S/C28H24N2O6S/c31-16-18-6-8-19(9-7-18)20-10-12-21(13-11-20)24-15-22(25(37-24)27(34)35)29-28(36)30-23(26(32)33)14-17-4-2-1-3-5-17/h1-13,15,23,31H,14,16H2,(H,32,33)(H,34,35)(H2,29,30,36)/t23-/m0/s1
Standard InChI Key: DMGQGBRBUVQOFT-QHCPKHFHSA-N
Associated Targets(non-human)
2-heptyl-4(1H)-quinolone synthase PqsD 77 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: 516.58 | Molecular Weight (Monoisotopic): 516.1355 | AlogP: 5.09 | #Rotatable Bonds: 9 |
| Polar Surface Area: 135.96 | Molecular Species: ACID | HBA: 5 | HBD: 5 |
| #RO5 Violations: 2 | HBA (Lipinski): 8 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 3.40 | CX Basic pKa: | CX LogP: 5.55 | CX LogD: -0.78 |
| Aromatic Rings: 4 | Heavy Atoms: 37 | QED Weighted: 0.21 | Np Likeness Score: -0.66 |
References
| 1. Sahner JH, Empting M, Kamal A, Weidel E, Groh M, Börger C, Hartmann RW.. (2015) Exploring the chemical space of ureidothiophene-2-carboxylic acids as inhibitors of the quorum sensing enzyme PqsD from Pseudomonas aeruginosa., 96 [PMID:25874327] [10.1016/j.ejmech.2015.04.007] |
Source
Source(1):