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

ID: ALA27062

Chembl Id: CHEMBL27062

PubChem CID: 135422928

Max Phase: Preclinical

Molecular Formula: C9H12N5O5P

Molecular Weight: 301.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H12N5O5P/c10-9-12-7-6(8(15)13-9)11-5-14(7)19-3-1-2-4-20(16,17)18/h2,4-5H,1,3H2,(H2,16,17,18)(H3,10,12,13,15)/b4-2+

Standard InChI Key:  ACEIHNQZRUVVEZ-DUXPYHPUSA-N

Alternative Forms

1. Parent:

   

   ALA27062

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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: 301.20

Molecular Weight (Monoisotopic): 301.0576

AlogP: -0.38

#Rotatable Bonds: 5

Polar Surface Area: 156.61

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: -1.01

CX LogD: -3.32

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.43

Np Likeness Score: 0.10

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