| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3414787
Max Phase: Preclinical
Molecular Formula: C22H20N2O7S
Molecular Weight: 456.48
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(-c2cc(NC(=O)N[C@H](C(=O)O)c3ccc(OC)cc3)c(C(=O)O)s2)cc1
Standard InChI: InChI=1S/C22H20N2O7S/c1-30-14-7-3-12(4-8-14)17-11-16(19(32-17)21(27)28)23-22(29)24-18(20(25)26)13-5-9-15(31-2)10-6-13/h3-11,18H,1-2H3,(H,25,26)(H,27,28)(H2,23,24,29)/t18-/m0/s1
Standard InChI Key: FXOPHYMTZNLCBI-SFHVURJKSA-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: 456.48 | Molecular Weight (Monoisotopic): 456.0991 | AlogP: 4.08 | #Rotatable Bonds: 8 |
| Polar Surface Area: 134.19 | Molecular Species: ACID | HBA: 6 | HBD: 4 |
| #RO5 Violations: 0 | HBA (Lipinski): 9 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 3.30 | CX Basic pKa: | CX LogP: 4.06 | CX LogD: -2.43 |
| Aromatic Rings: 3 | Heavy Atoms: 32 | QED Weighted: 0.40 | Np Likeness Score: -0.97 |
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):