| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA3244861
Max Phase: Preclinical
Molecular Formula: C21H21N5O6
Molecular Weight: 439.43
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Nc1nc(O)c2cc(NCc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)ccc2n1
Standard InChI: InChI=1S/C21H21N5O6/c22-21-25-15-6-5-13(9-14(15)19(30)26-21)23-10-11-1-3-12(4-2-11)18(29)24-16(20(31)32)7-8-17(27)28/h1-6,9,16,23H,7-8,10H2,(H,24,29)(H,27,28)(H,31,32)(H3,22,25,26,30)/t16-/m0/s1
Standard InChI Key: MXBUWHDMZGKTHK-INIZCTEOSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
Associated Targets(non-human)
Dihydrofolate reductase 2343 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Dihydrofolate reductase 93 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: 439.43 | Molecular Weight (Monoisotopic): 439.1492 | AlogP: 1.58 | #Rotatable Bonds: 9 |
| Polar Surface Area: 187.76 | Molecular Species: ACID | HBA: 8 | HBD: 6 |
| #RO5 Violations: 1 | HBA (Lipinski): 11 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 3.29 | CX Basic pKa: 2.97 | CX LogP: 0.94 | CX LogD: -5.05 |
| Aromatic Rings: 3 | Heavy Atoms: 32 | QED Weighted: 0.29 | Np Likeness Score: -0.72 |
References
| 1. Hynes JB, Eason DE, Garrett CM, Colvin PL.. (1977) Quinazolines as inhibitors of dihydrofolate reductase. 4. Classical analogues of folic and isofolic acids., 20 (4): [PMID:850245] [10.1021/jm00214a030] |
| 2. Fukunaga JY, Hansch C, Steller EE.. (1976) Inhibition of dihydrofolate reductase. Structure-activity correlations of quinazolines., 19 (5): [PMID:1271401] [10.1021/jm00227a006] |
Source
Source(1):