[2-(2-Amino-6-oxo-1,6-dihydro-purin-9-ylmethyl)-allyloxymethyl]-phosphonic acid

ID: ALA433819

Chembl Id: CHEMBL433819

PubChem CID: 135422946

Max Phase: Preclinical

Molecular Formula: C10H14N5O5P

Molecular Weight: 315.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(COCP(=O)(O)O)Cn1cnc2c(O)nc(N)nc21

Standard InChI:  InChI=1S/C10H14N5O5P/c1-6(3-20-5-21(17,18)19)2-15-4-12-7-8(15)13-10(11)14-9(7)16/h4H,1-3,5H2,(H2,17,18,19)(H3,11,13,14,16)

Standard InChI Key:  VQJJVNOCSGKMME-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA433819

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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: 315.23

Molecular Weight (Monoisotopic): 315.0733

AlogP: -0.18

#Rotatable Bonds: 6

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: 1.35

CX Basic pKa: 0.93

CX LogP: -1.27

CX LogD: -3.17

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.42

Np Likeness Score: -0.33

References

1. Casara PJ, Altenburger J, Taylor DL, Stanley Tyms A, Kenny M, Nave J.  (1995)  Synthesis and antiviral activity of rigid acyclonucleotide analogs,  5  (12): [10.1016/0960-894X(95)00208-B]

Source

Source(1):

• Scientific Literature