| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA353380
Max Phase: Preclinical
Molecular Formula: C15H20N4O4
Molecular Weight: 320.35
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1cc(C(C)(O)c2cnc(N)nc2N)cc(OC)c1OC
Standard InChI: InChI=1S/C15H20N4O4/c1-15(20,9-7-18-14(17)19-13(9)16)8-5-10(21-2)12(23-4)11(6-8)22-3/h5-7,20H,1-4H3,(H4,16,17,18,19)
Standard InChI Key: IUOBEQAECXKQPZ-UHFFFAOYSA-N
Associated Targets(non-human)
Dihydrofolate reductase type 1 145 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: 320.35 | Molecular Weight (Monoisotopic): 320.1485 | AlogP: 0.92 | #Rotatable Bonds: 5 |
| Polar Surface Area: 125.74 | Molecular Species: NEUTRAL | HBA: 8 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 8 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 13.20 | CX Basic pKa: 7.03 | CX LogP: 0.35 | CX LogD: 0.20 |
| Aromatic Rings: 2 | Heavy Atoms: 23 | QED Weighted: 0.74 | Np Likeness Score: -0.05 |
References
| 1. Hopfinger AJ.. (1981) Inhibition of dihydrofolate reductase: structure-activity correlations of 2,4-diamino-5-benzylpyrimidines based upon molecular shape analysis., 24 (7): [PMID:7277386] [10.1021/jm00139a010] |
| 2. Hopfinger AJ.. (1981) Inhibition of dihydrofolate reductase: structure-activity correlations of 2,4-diamino-5-benzylpyrimidines based upon molecular shape analysis., 24 (7): [PMID:7277386] [10.1021/jm00139a010] |
Source
Source(1):