Benzyl (2-(Octadecyloxy)ethyl) ((2-(2-Amino-6-oxo-1,6-dihy-dro-9H-purin-9-yl)ethoxy)methyl)phosphonate

ID: ALA4776807

Chembl Id: CHEMBL4776807

PubChem CID: 135565845

Max Phase: Preclinical

Molecular Formula: C35H58N5O6P

Molecular Weight: 675.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOCCOP(=O)(COCCn1cnc2c(=O)[nH]c(N)nc21)OCc1ccccc1

Standard InChI:  InChI=1S/C35H58N5O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-24-43-26-27-45-47(42,46-28-31-21-18-17-19-22-31)30-44-25-23-40-29-37-32-33(40)38-35(36)39-34(32)41/h17-19,21-22,29H,2-16,20,23-28,30H2,1H3,(H3,36,38,39,41)

Standard InChI Key:  AHSNBFKBLUUKAW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4776807

   ---

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: 675.85

Molecular Weight (Monoisotopic): 675.4125

AlogP: 8.38

#Rotatable Bonds: 29

Polar Surface Area: 143.58

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.17

CX Basic pKa: 0.46

CX LogP: 7.50

CX LogD: 7.50

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: -0.29

References

1. Beadle JR,Valiaeva N,Yang G,Yu JH,Broker TR,Aldern KA,Harden EA,Keith KA,Prichard MN,Hartman T,Buckheit RW,Chow LT,Hostetler KY.  (2016)  Synthesis and Antiviral Evaluation of Octadecyloxyethyl Benzyl 9-[(2-Phosphonomethoxy)ethyl]guanine (ODE-Bn-PMEG), a Potent Inhibitor of Transient HPV DNA Amplification.,  59  (23.0): [PMID:27933957] [10.1021/acs.jmedchem.6b00659]

2. Beadle JR,Valiaeva N,Yang G,Yu JH,Broker TR,Aldern KA,Harden EA,Keith KA,Prichard MN,Hartman T,Buckheit RW,Chow LT,Hostetler KY.  (2016)  Synthesis and Antiviral Evaluation of Octadecyloxyethyl Benzyl 9-[(2-Phosphonomethoxy)ethyl]guanine (ODE-Bn-PMEG), a Potent Inhibitor of Transient HPV DNA Amplification.,  59  (23.0): [PMID:27933957] [10.1021/acs.jmedchem.6b00659]

3. Beadle JR,Valiaeva N,Yang G,Yu JH,Broker TR,Aldern KA,Harden EA,Keith KA,Prichard MN,Hartman T,Buckheit RW,Chow LT,Hostetler KY.  (2016)  Synthesis and Antiviral Evaluation of Octadecyloxyethyl Benzyl 9-[(2-Phosphonomethoxy)ethyl]guanine (ODE-Bn-PMEG), a Potent Inhibitor of Transient HPV DNA Amplification.,  59  (23.0): [PMID:27933957] [10.1021/acs.jmedchem.6b00659]

4. Beadle JR,Valiaeva N,Yang G,Yu JH,Broker TR,Aldern KA,Harden EA,Keith KA,Prichard MN,Hartman T,Buckheit RW,Chow LT,Hostetler KY.  (2016)  Synthesis and Antiviral Evaluation of Octadecyloxyethyl Benzyl 9-[(2-Phosphonomethoxy)ethyl]guanine (ODE-Bn-PMEG), a Potent Inhibitor of Transient HPV DNA Amplification.,  59  (23.0): [PMID:27933957] [10.1021/acs.jmedchem.6b00659]

Source

Source(1):

• Scientific Literature