| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA294973
Max Phase: Preclinical
Molecular Formula: C21H25N6O7P
Molecular Weight: 504.44
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CCOP(=O)(O)CCC(NC(=O)c1ccc(NCc2cnc3nc(N)nc(O)c3c2)cc1)C(=O)O
Standard InChI: InChI=1S/C21H25N6O7P/c1-2-34-35(32,33)8-7-16(20(30)31)25-18(28)13-3-5-14(6-4-13)23-10-12-9-15-17(24-11-12)26-21(22)27-19(15)29/h3-6,9,11,16,23H,2,7-8,10H2,1H3,(H,25,28)(H,30,31)(H,32,33)(H3,22,24,26,27,29)
Standard InChI Key: FBRKPFQSNPGVGM-UHFFFAOYSA-N
Associated Targets(Human)
Dihydrofolate reductase 3072 Activities
Thymidylate synthase 1651 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
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 |
|---|
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: 504.44 | Molecular Weight (Monoisotopic): 504.1522 | AlogP: 1.72 | #Rotatable Bonds: 11 |
| Polar Surface Area: 209.88 | Molecular Species: ACID | HBA: 10 | HBD: 6 |
| #RO5 Violations: 2 | HBA (Lipinski): 13 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: 1.86 | CX Basic pKa: 2.74 | CX LogP: -0.66 | CX LogD: -5.27 |
| Aromatic Rings: 3 | Heavy Atoms: 35 | QED Weighted: 0.21 | Np Likeness Score: -0.48 |
References
| 1. 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):