butyl (2S)-2-[[[2-(4-aminopyrimidin-2-yl)oxy-1-methyl-ethoxy]methyl-phenoxy-phosphoryl]amino]-3-methyl-butanoate

ID: ALA4636642

PubChem CID: 156012412

Max Phase: Preclinical

Molecular Formula: C23H35N4O6P

Molecular Weight: 494.53

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H35N4O6P/c1-5-6-14-30-22(28)21(17(2)3)27-34(29,33-19-10-8-7-9-11-19)16-32-18(4)15-31-23-25-13-12-20(24)26-23/h7-13,17-18,21H,5-6,14-16H2,1-4H3,(H,27,29)(H2,24,25,26)/t18?,21-,34?/m0/s1

Standard InChI Key:  TWDOBNLUSWLSBY-MORYNPDHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4636642

   ---

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: 494.53

Molecular Weight (Monoisotopic): 494.2294

AlogP: 4.03

#Rotatable Bonds: 15

Polar Surface Area: 134.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: 5.85

CX LogP: 3.84

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: -0.30

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