Methyl (2S)-3-(adenin-9-yl)-2-(((3-hexadecyloxy)propoxy)(hydroxy)phosphoryl)methoxy)propanoate

ID: ALA3753852

PubChem CID: 127025452

Max Phase: Preclinical

Molecular Formula: C29H52N5O7P

Molecular Weight: 613.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCOCCCOP(=O)(O)CO[C@@H](Cn1cnc2c(N)ncnc21)C(=O)OC

Standard InChI:  InChI=1S/C29H52N5O7P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-39-19-17-20-41-42(36,37)24-40-25(29(35)38-2)21-34-23-33-26-27(30)31-22-32-28(26)34/h22-23,25H,3-21,24H2,1-2H3,(H,36,37)(H2,30,31,32)/t25-/m0/s1

Standard InChI Key:  PDNHKBAGXGZPQI-VWLOTQADSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3753852

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 613.74

Molecular Weight (Monoisotopic): 613.3604

AlogP: 6.01

#Rotatable Bonds: 26

Polar Surface Area: 160.91

Molecular Species: ACID

HBA: 11

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.40

CX Basic pKa: 5.12

CX LogP: 2.50

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.07

Np Likeness Score: -0.01

References

1. Kaiser MM, Poštová-Slavětínská L, Dračínský M, Lee YJ, Tian Y, Janeba Z..  (2016)  Synthesis and biological properties of prodrugs of (S)-3-(adenin-9-yl)-2-(phosphonomethoxy)propanoic acid.,  108  [PMID:26706348] [10.1016/j.ejmech.2015.12.009]

Source

Source(1):

• Scientific Literature