[4-(6-Amino-purin-9-yl)-but-1-enyl]-phosphonic acid

ID: ALA282207

Chembl Id: CHEMBL282207

PubChem CID: 6474311

Max Phase: Preclinical

Molecular Formula: C9H12N5O3P

Molecular Weight: 269.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2CC/C=C/P(=O)(O)O

Standard InChI:  InChI=1S/C9H12N5O3P/c10-8-7-9(12-5-11-8)14(6-13-7)3-1-2-4-18(15,16)17/h2,4-6H,1,3H2,(H2,10,11,12)(H2,15,16,17)/b4-2+

Standard InChI Key:  YIHJPLDVLHSBFS-DUXPYHPUSA-N

Alternative Forms

1. Parent:

   

   ALA282207

   (E)-9-(4-Phosphonobut-3-enyl)adenine

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: 269.20

Molecular Weight (Monoisotopic): 269.0678

AlogP: 0.49

#Rotatable Bonds: 4

Polar Surface Area: 127.15

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: 4.02

CX LogP: -1.80

CX LogD: -3.37

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.69

Np Likeness Score: 0.05

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