ID: ALA2022553
Chembl Id: CHEMBL2022553
PubChem CID: 66560839
Max Phase: Preclinical
Molecular Formula: C20H19FN4O3
Molecular Weight: 382.40
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: O=[N+]([O-])c1cc(CN2CCN(c3ccc(F)cc3)CC2)c(O)c2ncccc12
Standard InChI: InChI=1S/C20H19FN4O3/c21-15-3-5-16(6-4-15)24-10-8-23(9-11-24)13-14-12-18(25(27)28)17-2-1-7-22-19(17)20(14)26/h1-7,12,26H,8-11,13H2
Standard InChI Key: PXRPVILOLZPQLK-UHFFFAOYSA-N
Alternative Forms:
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| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Molecular Weight: 382.40 | Molecular Weight (Monoisotopic): 382.1441 | AlogP: 3.31 | #Rotatable Bonds: 4 |
| Polar Surface Area: 82.74 | Molecular Species: ACID | HBA: 6 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 5.77 | CX Basic pKa: 8.01 | CX LogP: 2.36 | CX LogD: 2.33 |
| Aromatic Rings: 3 | Heavy Atoms: 28 | QED Weighted: 0.55 | Np Likeness Score: -1.61 |
| 1. Enquist PA, Gylfe A, Hägglund U, Lindström P, Norberg-Scherman H, Sundin C, Elofsson M.. (2012) Derivatives of 8-hydroxyquinoline--antibacterial agents that target intra- and extracellular Gram-negative pathogens., 22 (10): [PMID:22525317] [10.1016/j.bmcl.2012.03.096] |
| 2. Joaquim AR, Gionbelli MP, Gosmann G, Fuentefria AM, Lopes MS, Fernandes de Andrade S.. (2021) Novel Antimicrobial 8-Hydroxyquinoline-Based Agents: Current Development, Structure-Activity Relationships, and Perspectives., 64 (22.0): [PMID:34779640] [10.1021/acs.jmedchem.1c01318] |
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