| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3414795
Max Phase: Preclinical
Molecular Formula: C18H18N2O8S
Molecular Weight: 422.42
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc(-c2cc(NC(=O)N[C@@H](CCC(=O)O)C(=O)O)c(C(=O)O)s2)cc1
Standard InChI: InChI=1S/C18H18N2O8S/c1-28-10-4-2-9(3-5-10)13-8-12(15(29-13)17(25)26)20-18(27)19-11(16(23)24)6-7-14(21)22/h2-5,8,11H,6-7H2,1H3,(H,21,22)(H,23,24)(H,25,26)(H2,19,20,27)/t11-/m0/s1
Standard InChI Key: MGGJNGLZBDSWAA-NSHDSACASA-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: 422.42 | Molecular Weight (Monoisotopic): 422.0784 | AlogP: 2.56 | #Rotatable Bonds: 9 |
| Polar Surface Area: 162.26 | Molecular Species: ACID | HBA: 6 | HBD: 5 |
| #RO5 Violations: 0 | HBA (Lipinski): 10 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 3.23 | CX Basic pKa: | CX LogP: 2.50 | CX LogD: -6.71 |
| Aromatic Rings: 2 | Heavy Atoms: 29 | QED Weighted: 0.41 | Np Likeness Score: -0.74 |
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):