Dipentyl (((((S)-1-((4-aminopyrimidin-2-yl)oxy)-3-fluoropropan-2-yl)oxy)methyl)(phenoxy)phosphoryl)-L-aspartate

ID: ALA4640654

PubChem CID: 134382929

Max Phase: Preclinical

Molecular Formula: C28H42FN4O8P

Molecular Weight: 612.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCOC(=O)C[C@H](NP(=O)(CO[C@H](CF)COc1nccc(N)n1)Oc1ccccc1)C(=O)OCCCCC

Standard InChI:  InChI=1S/C28H42FN4O8P/c1-3-5-10-16-37-26(34)18-24(27(35)38-17-11-6-4-2)33-42(36,41-22-12-8-7-9-13-22)21-40-23(19-29)20-39-28-31-15-14-25(30)32-28/h7-9,12-15,23-24H,3-6,10-11,16-21H2,1-2H3,(H,33,36)(H2,30,31,32)/t23-,24+,42?/m1/s1

Standard InChI Key:  RTMGITYLXQOQLS-PDIAVZSESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4640654

   ---

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: 612.64

Molecular Weight (Monoisotopic): 612.2724

AlogP: 4.84

#Rotatable Bonds: 22

Polar Surface Area: 161.19

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.34

CX Basic pKa: 5.84

CX LogP: 4.35

CX LogD: 4.34

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: -0.12

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