(S)-2,6-Diamino-N6,N6-dimethyl-9-[3-fluoro-2-(phosphonomethoxy)propyl]purine

ID: ALA1766276

Chembl Id: CHEMBL1766276

PubChem CID: 54585364

Max Phase: Preclinical

Molecular Formula: C11H18FN6O4P

Molecular Weight: 348.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1nc(N)nc2c1ncn2C[C@@H](CF)OCP(=O)(O)O

Standard InChI:  InChI=1S/C11H18FN6O4P/c1-17(2)9-8-10(16-11(13)15-9)18(5-14-8)4-7(3-12)22-6-23(19,20)21/h5,7H,3-4,6H2,1-2H3,(H2,13,15,16)(H2,19,20,21)/t7-/m1/s1

Standard InChI Key:  RMYWEXCFNJNISV-SSDOTTSWSA-N

Alternative Forms

1. Parent:

   

   ALA1766276

   [(2S)-1-[2-amino-6-(dimethylamino)purin-9-yl]-3-fluoropropan-2-yl]oxymethylphosphonic acid

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: 348.28

Molecular Weight (Monoisotopic): 348.1111

AlogP: -0.04

#Rotatable Bonds: 7

Polar Surface Area: 139.62

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.40

CX Basic pKa: 5.32

CX LogP: -3.36

CX LogD: -2.85

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -0.56

References

1. Baszczyňski O, Jansa P, Dračínský M, Klepetářová B, Holý A, Votruba I, de Clercq E, Balzarini J, Janeba Z..  (2011)  Synthesis and antiviral activity of N9-[3-fluoro-2-(phosphonomethoxy)propyl] analogues derived from N6-substituted adenines and 2,6-diaminopurines.,  19  (7): [PMID:21429755] [10.1016/j.bmc.2011.02.050]

Source

Source(1):

• Scientific Literature