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ID: ALA2335417
Max Phase: Preclinical
Molecular Formula: C21H27N5O2
Molecular Weight: 381.48
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CCc1nc(N)nc(N)c1C#CC(C)c1cc(OC)cc(N2CCOCC2)c1
Standard InChI: InChI=1S/C21H27N5O2/c1-4-19-18(20(22)25-21(23)24-19)6-5-14(2)15-11-16(13-17(12-15)27-3)26-7-9-28-10-8-26/h11-14H,4,7-10H2,1-3H3,(H4,22,23,24,25)
Standard InChI Key: DNZHKQMESCYJCG-UHFFFAOYSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
Associated Targets(non-human)
Dihydrofolate reductase 308 Activities
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Dihydrofolate reductase 367 Activities
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Staphylococcus aureus 210822 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: 381.48 | Molecular Weight (Monoisotopic): 381.2165 | AlogP: 2.20 | #Rotatable Bonds: 4 |
| Polar Surface Area: 99.52 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 7.12 | CX LogP: 3.08 | CX LogD: 2.90 |
| Aromatic Rings: 2 | Heavy Atoms: 28 | QED Weighted: 0.78 | Np Likeness Score: -1.05 |
References
| 1. Paulsen JL, Viswanathan K, Wright DL, Anderson AC.. (2013) Structural analysis of the active sites of dihydrofolate reductase from two species of Candida uncovers ligand-induced conformational changes shared among species., 23 (5): [PMID:23375226] [10.1016/j.bmcl.2013.01.008] |
| 2. Zhou W, Viswanathan K, Hill D, Anderson AC, Wright DL.. (2012) Acetylenic linkers in lead compounds: a study of the stability of the propargyl-linked antifolates., 40 (10): [PMID:22815313] [10.1124/dmd.112.046870] |
Source
Source(1):