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ID: ALA2382325
Max Phase: Preclinical
Molecular Formula: C13H9F3N6
Molecular Weight: 306.25
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Nc1nc(N)c2cc(Nc3cc(F)c(F)c(F)c3)cnc2n1
Standard InChI: InChI=1S/C13H9F3N6/c14-8-2-5(3-9(15)10(8)16)20-6-1-7-11(17)21-13(18)22-12(7)19-4-6/h1-4,20H,(H4,17,18,19,21,22)
Standard InChI Key: HYKGQJLFIDTHOT-UHFFFAOYSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
Associated Targets(non-human)
Dihydrofolate reductase 2343 Activities
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Dihydrofolate reductase 1239 Activities
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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 |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 306.25 | Molecular Weight (Monoisotopic): 306.0841 | AlogP: 2.35 | #Rotatable Bonds: 2 |
| Polar Surface Area: 102.74 | Molecular Species: NEUTRAL | HBA: 6 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 3.02 | CX LogP: 2.02 | CX LogD: 2.02 |
| Aromatic Rings: 3 | Heavy Atoms: 22 | QED Weighted: 0.63 | Np Likeness Score: -1.38 |
References
| 1. Gangjee A, Namjoshi OA, Raghavan S, Queener SF, Kisliuk RL, Cody V.. (2013) Design, synthesis, and molecular modeling of novel pyrido[2,3-d]pyrimidine analogues as antifolates; application of Buchwald-Hartwig aminations of heterocycles., 56 (11): [PMID:23627352] [10.1021/jm400086g] |
| 2. Shah K, Queener S, Cody V, Pace J, Gangjee A.. (2019) Development of substituted pyrido[3,2-d]pyrimidines as potent and selective dihydrofolate reductase inhibitors for pneumocystis pneumonia infection., 29 (15): [PMID:31176699] [10.1016/j.bmcl.2019.06.004] |
Source
Source(1):