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

ID: ALA4632509

PubChem CID: 156010138

Max Phase: Preclinical

Molecular Formula: C24H36FN4O6P

Molecular Weight: 526.55

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H36FN4O6P/c1-4-5-9-14-32-23(30)22(18(2)3)29-36(31,35-19-10-7-6-8-11-19)17-34-20(15-25)16-33-24-27-13-12-21(26)28-24/h6-8,10-13,18,20,22H,4-5,9,14-17H2,1-3H3,(H,29,31)(H2,26,27,28)/t20-,22+,36?/m1/s1

Standard InChI Key:  KKXAHUJFLAZYEH-GVNRLVQRSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4632509

   ---

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: 526.55

Molecular Weight (Monoisotopic): 526.2356

AlogP: 4.37

#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: 5.84

CX LogP: 4.09

CX LogD: 4.08

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: -0.24

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