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ID: ALA26006
Max Phase: Preclinical
Molecular Formula: C17H15N7
Molecular Weight: 317.36
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Nc1nc(N)c2nc(CNc3cccc4ccccc34)cnc2n1
Standard InChI: InChI=1S/C17H15N7/c18-15-14-16(24-17(19)23-15)21-9-11(22-14)8-20-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,9,20H,8H2,(H4,18,19,21,23,24)
Standard InChI Key: QVHFSGMRVQZGMC-UHFFFAOYSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
HERG 29587 Activities
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Cytochrome P450 1A2 26471 Activities
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Cytochrome P450 2C9 32119 Activities
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Cytochrome P450 2C19 29246 Activities
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Cytochrome P450 2D6 33882 Activities
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Cytochrome P450 3A4 53859 Activities
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786-0 47912 Activities
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A549 127892 Activities
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Associated Targets(non-human)
Dihydrofolate reductase 1239 Activities
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Dihydrofolate reductase 2343 Activities
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Dihydrofolate reductase 1637 Activities
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Toxoplasma gondii 4585 Activities
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Dihydrofolate reductase; P. carinii vs rat 414 Activities
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Dihydrofolate reductase; T. gondii vs rat 463 Activities
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Pteridine reductase, putative 125 Activities
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Pteridine reductase 1 345 Activities
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Dihydrofolate reductase-thymidylate synthase 45 Activities
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Dihydrofolate reductase 126 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: 317.36 | Molecular Weight (Monoisotopic): 317.1389 | AlogP: 2.35 | #Rotatable Bonds: 3 |
| Polar Surface Area: 115.63 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 7 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 2.82 | CX LogP: 1.58 | CX LogD: 1.58 |
| Aromatic Rings: 4 | Heavy Atoms: 24 | QED Weighted: 0.53 | Np Likeness Score: -0.84 |
References
| 1. Piper JR, Johnson CA, Krauth CA, Carter RL, Hosmer CA, Queener SF, Borotz SE, Pfefferkorn ER.. (1996) Lipophilic antifolates as agents against opportunistic infections. 1. Agents superior to trimetrexate and piritrexim against Toxoplasma gondii and Pneumocystis carinii in in vitro evaluations., 39 (6): [PMID:8632434] [10.1021/jm950760y] |
| 2. Pöhner I, Quotadamo A, Panecka-Hofman J, Luciani R, Santucci M, Linciano P, Landi G, Di Pisa F, Dello Iacono L, Pozzi C, Mangani S, Gul S, Witt G, Ellinger B, Kuzikov M, Santarem N, Cordeiro-da-Silva A, Costi MP, Venturelli A, Wade RC.. (2022) Multitarget, Selective Compound Design Yields Potent Inhibitors of a Kinetoplastid Pteridine Reductase 1., 65 (13.0): [PMID:35675511] [10.1021/acs.jmedchem.2c00232] |
Source
Source(1):