| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA41743
Max Phase: Preclinical
Molecular Formula: C19H22N8O4
Molecular Weight: 426.44
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: NCCCC(NC(=O)c1ccc(NCc2cnc3nc(N)nc(O)c3n2)cc1)C(=O)O
Standard InChI: InChI=1S/C19H22N8O4/c20-7-1-2-13(18(30)31)25-16(28)10-3-5-11(6-4-10)22-8-12-9-23-15-14(24-12)17(29)27-19(21)26-15/h3-6,9,13,22H,1-2,7-8,20H2,(H,25,28)(H,30,31)(H3,21,23,26,27,29)
Standard InChI Key: ODGLNGSSLASZFM-UHFFFAOYSA-N
Associated Targets(Human)
Folylpoly-gamma-glutamate synthetase 250 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: 426.44 | Molecular Weight (Monoisotopic): 426.1764 | AlogP: 0.24 | #Rotatable Bonds: 9 |
| Polar Surface Area: 202.26 | Molecular Species: ZWITTERION | HBA: 10 | HBD: 6 |
| #RO5 Violations: 1 | HBA (Lipinski): 12 | HBD (Lipinski): 8 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 3.48 | CX Basic pKa: 11.10 | CX LogP: -2.60 | CX LogD: -2.60 |
| Aromatic Rings: 3 | Heavy Atoms: 31 | QED Weighted: 0.27 | Np Likeness Score: -0.44 |
References
| 1. Patil SA, Shane B, Freisheim JH, Singh SK, Hynes JB.. (1989) Inhibition of mammalian folylpolyglutamate synthetase and human dihydrofolate reductase by 5,8-dideaza analogues of folic acid and aminopterin bearing a terminal L-ornithine., 32 (7): [PMID:2738891] [10.1021/jm00127a026] |
| 2. Singh SK, Singer SC, Ferone R, Waters KA, Mullin RJ, Hynes JB.. (1992) Synthesis and biological evaluation of N alpha-(5-deaza-5,6,7,8-tetrahydropteroyl)-L-ornithine., 35 (11): [PMID:1375963] [10.1021/jm00089a009] |
| 3. Hynes JB, Singh SK, Fetzer O, Shane B.. (1992) Inhibition of hog liver folylpolyglutamate synthetase by 5-substituted 5,8-dideaza analogues of folic acid bearing a terminal L-ornithine residue., 35 (22): [PMID:1433214] [10.1021/jm00100a013] |
Source
Source(1):