| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA296525
Max Phase: Preclinical
Molecular Formula: C20H25BrN4O6
Molecular Weight: 497.35
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1cc(Cc2cnc(N)nc2N)cc(OCCCC(CCC(=O)O)C(=O)O)c1Br
Standard InChI: InChI=1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)
Standard InChI Key: SZAVCZNFKJSWRN-UHFFFAOYSA-N
Associated Targets(non-human)
Dihydrofolate reductase 640 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: 497.35 | Molecular Weight (Monoisotopic): 496.0957 | AlogP: 2.73 | #Rotatable Bonds: 12 |
| Polar Surface Area: 170.88 | Molecular Species: ACID | HBA: 8 | HBD: 4 |
| #RO5 Violations: 0 | HBA (Lipinski): 10 | HBD (Lipinski): 6 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 3.05 | CX Basic pKa: 8.15 | CX LogP: 1.03 | CX LogD: -2.47 |
| Aromatic Rings: 2 | Heavy Atoms: 31 | QED Weighted: 0.32 | Np Likeness Score: 0.24 |
References
| 1. Birdsall B, Feeney J, Pascual C, Roberts GC, Kompis I, Then RL, Müller K, Kroehn A.. (1984) A 1H NMR study of the interactions and conformations of rationally designed brodimoprim analogues in complexes with Lactobacillus casei dihydrofolate reductase., 27 (12): [PMID:6438320] [10.1021/jm00378a025] |
Source
Source(1):