The store will not work correctly when cookies are disabled.
(R)-(((1-((4-aminopyrimidin-2-yl)oxy)-3-fluoropropan-2-yl)oxy)methyl)phosphonic acid
ID: ALA4642990
PubChem CID: 134382943
Max Phase: Preclinical
Molecular Formula: C8H13FN3O5P
Molecular Weight: 281.18
Molecule Type: Unknown
This compound is available for customization.
Associated Items:
Names and Identifiers
Canonical SMILES: Nc1ccnc(OC[C@H](CF)OCP(=O)(O)O)n1
Standard InChI: InChI=1S/C8H13FN3O5P/c9-3-6(17-5-18(13,14)15)4-16-8-11-2-1-7(10)12-8/h1-2,6H,3-5H2,(H2,10,11,12)(H2,13,14,15)/t6-/m0/s1
Standard InChI Key: OPVQRUQRDNDKCZ-LURJTMIESA-N
Molfile:
RDKit 2D
18 18 0 0 0 0 0 0 0 0999 V2000
11.0275 -3.5415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.0263 -4.3689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.7412 -4.7818 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
12.4575 -4.3685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.4547 -3.5379 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
11.7394 -3.1287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.7368 -2.3039 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.1727 -4.7798 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.1739 -5.6047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8891 -6.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8904 -6.8411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1765 -7.2547 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
14.6029 -5.6025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
15.3180 -6.0139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.0318 -5.6003 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0
16.7468 -6.0117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
16.0305 -4.7753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
16.0246 -6.4249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
6 7 1 0
4 8 1 0
8 9 1 0
9 10 1 0
10 11 1 0
11 12 1 0
10 13 1 1
13 14 1 0
14 15 1 0
15 16 1 0
15 17 1 0
15 18 2 0
M END
Associated Targets(Human)
Associated Targets(non-human)
Molecule Features
Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
Molecule Type: Unknown | 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 |
---|
Calculated Properties
Molecular Weight: 281.18 | Molecular Weight (Monoisotopic): 281.0577 | AlogP: -0.07 | #Rotatable Bonds: 7 |
Polar Surface Area: 127.79 | Molecular Species: ACID | HBA: 6 | HBD: 3 |
#RO5 Violations: ┄ | HBA (Lipinski): 8 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: 1.35 | CX Basic pKa: 5.84 | CX LogP: -3.18 | CX LogD: -3.13 |
Aromatic Rings: 1 | Heavy Atoms: 18 | QED Weighted: 0.59 | Np Likeness Score: -0.13 |
References
1. Luo M, Groaz E, Snoeck R, Andrei G, Herdewijn P.. (2020) Amidate Prodrugs of O-2-Alkylated Pyrimidine Acyclic Nucleosides Display Potent Anti-Herpesvirus Activity., 11 (7): [PMID:32676147] [10.1021/acsmedchemlett.0c00090] |