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

ID: ALA4800525

Chembl Id: CHEMBL4800525

PubChem CID: 136640915

Max Phase: Preclinical

Molecular Formula: C34H56N5O6P

Molecular Weight: 661.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCCCOCCOP(=O)(COCCn1cnc2c(=O)[nH]c(N)nc21)Oc1ccccc1

Standard InChI:  InChI=1S/C34H56N5O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20-24-42-26-27-44-46(41,45-30-21-18-17-19-22-30)29-43-25-23-39-28-36-31-32(39)37-34(35)38-33(31)40/h17-19,21-22,28H,2-16,20,23-27,29H2,1H3,(H3,35,37,38,40)

Standard InChI Key:  KBKXJTLVQFTKCW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4800525

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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: 661.83

Molecular Weight (Monoisotopic): 661.3968

AlogP: 8.24

#Rotatable Bonds: 28

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: 7.43

CX LogD: 7.43

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.06

Np Likeness Score: -0.30

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]

Source

Source(1):

• Scientific Literature