| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ID: ALA3087938
Max Phase: Preclinical
Molecular Formula: C16H15F2N3O6P2S
Molecular Weight: 477.32
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=P(O)(O)C(Nc1ncnc2sc(-c3ccc(C4CC4(F)F)cc3)cc12)P(=O)(O)O
Standard InChI: InChI=1S/C16H15F2N3O6P2S/c17-16(18)6-11(16)8-1-3-9(4-2-8)12-5-10-13(19-7-20-14(10)30-12)21-15(28(22,23)24)29(25,26)27/h1-5,7,11,15H,6H2,(H,19,20,21)(H2,22,23,24)(H2,25,26,27)
Standard InChI Key: VVDXYOLRKZUNHL-UHFFFAOYSA-N
Associated Targets(Human)
Geranylgeranyl pyrophosphate synthetase 715 Activities
Farnesyl diphosphate synthase 1240 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: 477.32 | Molecular Weight (Monoisotopic): 477.0125 | AlogP: 3.53 | #Rotatable Bonds: 6 |
| Polar Surface Area: 152.87 | Molecular Species: ACID | HBA: 6 | HBD: 5 |
| #RO5 Violations: 0 | HBA (Lipinski): 9 | HBD (Lipinski): 5 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 0.89 | CX Basic pKa: 3.83 | CX LogP: 0.07 | CX LogD: -2.79 |
| Aromatic Rings: 3 | Heavy Atoms: 30 | QED Weighted: 0.34 | Np Likeness Score: -0.65 |
References
| 1. Leung CY, Park J, De Schutter JW, Sebag M, Berghuis AM, Tsantrizos YS.. (2013) Thienopyrimidine bisphosphonate (ThPBP) inhibitors of the human farnesyl pyrophosphate synthase: optimization and characterization of the mode of inhibition., 56 (20): [PMID:23998921] [10.1021/jm400946f] |
Source
Source(1):