Pentyl (((((S)-1-((4-amino-5-fluoropyrimidin-2-yl)oxy)-3-fluoropropan-2-yl)oxy)methyl)(phenoxy)phosphoryl)-L-valinate

ID: ALA4644861

PubChem CID: 156018828

Max Phase: Preclinical

Molecular Formula: C24H35F2N4O6P

Molecular Weight: 544.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCOC(=O)[C@@H](NP(=O)(CO[C@H](CF)COc1ncc(F)c(N)n1)Oc1ccccc1)C(C)C

Standard InChI:  InChI=1S/C24H35F2N4O6P/c1-4-5-9-12-33-23(31)21(17(2)3)30-37(32,36-18-10-7-6-8-11-18)16-35-19(13-25)15-34-24-28-14-20(26)22(27)29-24/h6-8,10-11,14,17,19,21H,4-5,9,12-13,15-16H2,1-3H3,(H,30,32)(H2,27,28,29)/t19-,21+,37?/m1/s1

Standard InChI Key:  OOVUZLZGHMTXMD-FESYFXFASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4644861

   ---

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

Calculated Properties

Molecular Weight: 544.54

Molecular Weight (Monoisotopic): 544.2262

AlogP: 4.51

#Rotatable Bonds: 17

Polar Surface Area: 134.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.34

CX Basic pKa: 3.27

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: -0.36

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

Source(1):

• Scientific Literature