| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA35921
Max Phase: Preclinical
Molecular Formula: C20H24N8O3
Molecular Weight: 424.47
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: NCCCC(NC(=O)c1ccc(NCc2ccc3nc(N)nc(N)c3n2)cc1)C(=O)O
Standard InChI: InChI=1S/C20H24N8O3/c21-9-1-2-15(19(30)31)26-18(29)11-3-5-12(6-4-11)24-10-13-7-8-14-16(25-13)17(22)28-20(23)27-14/h3-8,15,24H,1-2,9-10,21H2,(H,26,29)(H,30,31)(H4,22,23,27,28)
Standard InChI Key: DMZXWJBUCKJAOR-UHFFFAOYSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
Associated Targets(non-human)
Folylpoly-gamma-glutamate synthetase 93 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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L1210 27553 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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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: 424.47 | Molecular Weight (Monoisotopic): 424.1971 | AlogP: 0.72 | #Rotatable Bonds: 9 |
| Polar Surface Area: 195.16 | Molecular Species: ZWITTERION | HBA: 9 | HBD: 6 |
| #RO5 Violations: 1 | HBA (Lipinski): 11 | HBD (Lipinski): 9 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 3.78 | CX Basic pKa: 9.90 | CX LogP: -2.23 | CX LogD: -2.23 |
| Aromatic Rings: 3 | Heavy Atoms: 31 | QED Weighted: 0.28 | Np Likeness Score: -0.49 |
References
| 1. Rosowsky A, Forsch RA, Bader H, Freisheim JH.. (1991) Synthesis and in vitro biological activity of new deaza analogues of folic acid, aminopterin, and methotrexate with an L-ornithine side chain., 34 (4): [PMID:2016722] [10.1021/jm00108a032] |
| 2. Rosowsky A, Forsch RA, Reich VE, Freisheim JH, Moran RG.. (1992) Side chain modified 5-deazafolate and 5-deazatetrahydrofolate analogues as mammalian folylpolyglutamate synthetase and glycinamide ribonucleotide formyltransferase inhibitors: synthesis and in vitro biological evaluation., 35 (9): [PMID:1578484] [10.1021/jm00087a012] |
Source
Source(1):