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

ID: ALA1766278

Chembl Id: CHEMBL1766278

PubChem CID: 54581462

Max Phase: Preclinical

Molecular Formula: C13H22FN6O4P

Molecular Weight: 376.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H22FN6O4P/c1-3-19(4-2)11-10-12(18-13(15)17-11)20(7-16-10)6-9(5-14)24-8-25(21,22)23/h7,9H,3-6,8H2,1-2H3,(H2,15,17,18)(H2,21,22,23)/t9-/m1/s1

Standard InChI Key:  YUGPVYOFDUMEBM-SECBINFHSA-N

Alternative Forms

1. Parent:

   

   ALA1766278

   [(2S)-1-[2-amino-6-(diethylamino)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: 376.33

Molecular Weight (Monoisotopic): 376.1424

AlogP: 0.74

#Rotatable Bonds: 9

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: 5.27

CX LogP: -2.66

CX LogD: -2.15

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.62

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