| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA44684
Max Phase: Preclinical
Molecular Formula: C20H24BrN5O7
Molecular Weight: 526.34
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1cc(Cc2cnc(N)nc2N)cc(OCCC(=O)NC(CCC(=O)O)C(=O)O)c1Br
Standard InChI: InChI=1S/C20H24BrN5O7/c1-32-13-7-10(6-11-9-24-20(23)26-18(11)22)8-14(17(13)21)33-5-4-15(27)25-12(19(30)31)2-3-16(28)29/h7-9,12H,2-6H2,1H3,(H,25,27)(H,28,29)(H,30,31)(H4,22,23,24,26)
Standard InChI Key: LXVAIRRPWXYFBA-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: 526.34 | Molecular Weight (Monoisotopic): 525.0859 | AlogP: 1.21 | #Rotatable Bonds: 12 |
| Polar Surface Area: 199.98 | Molecular Species: ACID | HBA: 9 | HBD: 5 |
| #RO5 Violations: 1 | HBA (Lipinski): 12 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: 2.66 | CX Basic pKa: 8.15 | CX LogP: -0.84 | CX LogD: -4.22 |
| Aromatic Rings: 2 | Heavy Atoms: 33 | QED Weighted: 0.27 | Np Likeness Score: -0.08 |
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):