(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

Alternative Forms

  1. Parent:

    ALA4642990

    ---

Associated Targets(Human)

HEL (6614 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cytomegalovirus (1023 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 3 (4092 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 281.18Molecular Weight (Monoisotopic): 281.0577AlogP: -0.07#Rotatable Bonds: 7
Polar Surface Area: 127.79Molecular Species: ACIDHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 1.35CX Basic pKa: 5.84CX LogP: -3.18CX LogD: -3.13
Aromatic Rings: 1Heavy Atoms: 18QED Weighted: 0.59Np 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]

Source