| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA186838
Max Phase: Preclinical
Molecular Formula: C13H9Cl2N3O4
Molecular Weight: 342.14
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: N/C(=N/O)c1ccc(Oc2cc(Cl)cc(Cl)c2)c([N+](=O)[O-])c1
Standard InChI: InChI=1S/C13H9Cl2N3O4/c14-8-4-9(15)6-10(5-8)22-12-2-1-7(13(16)17-19)3-11(12)18(20)21/h1-6,19H,(H2,16,17)
Standard InChI Key: UTRNOVASSGSOCT-UHFFFAOYSA-N
Associated Targets(non-human)
Dihydrofolate reductase 1810 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: 342.14 | Molecular Weight (Monoisotopic): 340.9970 | AlogP: 3.79 | #Rotatable Bonds: 4 |
| Polar Surface Area: 110.98 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 7.12 | CX Basic pKa: 3.84 | CX LogP: 3.54 | CX LogD: 3.07 |
| Aromatic Rings: 2 | Heavy Atoms: 22 | QED Weighted: 0.29 | Np Likeness Score: -1.37 |
References
| 1. Rastelli G, Pacchioni S, Sirawaraporn W, Sirawaraporn R, Parenti MD, Ferrari AM.. (2003) Docking and database screening reveal new classes of Plasmodium falciparum dihydrofolate reductase inhibitors., 46 (14): [PMID:12825927] [10.1021/jm030781p] |
| 2. Parenti MD, Pacchioni S, Ferrari AM, Rastelli G.. (2004) Three-dimensional quantitative structure-activity relationship analysis of a set of Plasmodium falciparum dihydrofolate reductase inhibitors using a pharmacophore generation approach., 47 (17): [PMID:15293997] [10.1021/jm040769c] |
Source
Source(1):