[3-(2-Amino-6-oxo-1,6-dihydro-purin-9-yloxy)-4-hydroxy-but-1-enyl]-phosphonic acid

ID: ALA27259

Chembl Id: CHEMBL27259

PubChem CID: 135492455

Max Phase: Preclinical

Molecular Formula: C9H12N5O6P

Molecular Weight: 317.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(O)c2ncn(OC(/C=C/P(=O)(O)O)CO)c2n1

Standard InChI:  InChI=1S/C9H12N5O6P/c10-9-12-7-6(8(16)13-9)11-4-14(7)20-5(3-15)1-2-21(17,18)19/h1-2,4-5,15H,3H2,(H2,17,18,19)(H3,10,12,13,16)/b2-1+

Standard InChI Key:  HCQFOWICUCFJOA-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA27259

   ---

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: 317.20

Molecular Weight (Monoisotopic): 317.0525

AlogP: -1.41

#Rotatable Bonds: 5

Polar Surface Area: 176.84

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.53

CX Basic pKa: ┄

CX LogP: -1.91

CX LogD: -4.23

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.41

Np Likeness Score: 0.22

References

1. Harnden MR, Parkin A, Parratt MJ, Perkins RM..  (1993)  Novel acyclonucleotides: synthesis and antiviral activity of alkenylphosphonic acid derivatives of purines and a pyrimidine.,  36  (10): [PMID:8496903] [10.1021/jm00062a006]

Source

Source(1):

• Scientific Literature