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

ID: ALA26888

Chembl Id: CHEMBL26888

PubChem CID: 135432844

Max Phase: Preclinical

Molecular Formula: C9H12N5O4P

Molecular Weight: 285.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C9H12N5O4P/c10-9-12-7-6(8(15)13-9)11-5-14(7)3-1-2-4-19(16,17)18/h2,4-5H,1,3H2,(H2,16,17,18)(H3,10,12,13,15)/b4-2+

Standard InChI Key:  IKFPRPWLVDJMBV-DUXPYHPUSA-N

Alternative Forms

1. Parent:

   

   ALA26888

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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: 285.20

Molecular Weight (Monoisotopic): 285.0627

AlogP: 0.20

#Rotatable Bonds: 4

Polar Surface Area: 147.38

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: 0.93

CX LogP: -0.67

CX LogD: -2.99

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: -0.15

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