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

ID: ALA4643983

PubChem CID: 156018561

Max Phase: Preclinical

Molecular Formula: C24H37N4O6P

Molecular Weight: 508.56

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H37N4O6P/c1-5-6-10-15-31-23(29)22(18(2)3)28-35(30,34-20-11-8-7-9-12-20)17-33-19(4)16-32-24-26-14-13-21(25)27-24/h7-9,11-14,18-19,22H,5-6,10,15-17H2,1-4H3,(H,28,30)(H2,25,26,27)/t19-,22-,35?/m0/s1

Standard InChI Key:  QNGHFZIGFMWRBF-LMQBDKFZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4643983

   ---

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: 508.56

Molecular Weight (Monoisotopic): 508.2451

AlogP: 4.42

#Rotatable Bonds: 16

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: 5.85

CX LogP: 4.26

CX LogD: 4.25

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: -0.25

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