[(E)-5-(2-Amino-6-oxo-1,6-dihydro-purin-9-yl)-3-methylene-pent-1-enyl]-phosphonic acid

ID: ALA54579

Chembl Id: CHEMBL54579

PubChem CID: 135499549

Max Phase: Preclinical

Molecular Formula: C11H14N5O4P

Molecular Weight: 311.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(/C=C/P(=O)(O)O)CCn1cnc2c(O)nc(N)nc21

Standard InChI:  InChI=1S/C11H14N5O4P/c1-7(3-5-21(18,19)20)2-4-16-6-13-8-9(16)14-11(12)15-10(8)17/h3,5-6H,1-2,4H2,(H2,18,19,20)(H3,12,14,15,17)/b5-3+

Standard InChI Key:  PVTJDVWFBTXJIW-HWKANZROSA-N

Alternative Forms

1. Parent:

   

   ALA54579

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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: 311.24

Molecular Weight (Monoisotopic): 311.0783

AlogP: 0.75

#Rotatable Bonds: 5

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: 3.54

CX Basic pKa: 0.93

CX LogP: -0.27

CX LogD: -2.60

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: 0.05

References

1. Nave J, Casara PJ, Taylor DL, Stanley Tyms A, Kenny M, HalazyS S.  (1996)  Synthesis, enzymatic phosphorylation and antiviral activity of acyclic dienyl phosphonate derivatives of guanine,  6  (2): [10.1016/0960-894X(95)00585-H]

Source

Source(1):

• Scientific Literature