[2-(6-Amino-purin-7-yl)-ethoxymethyl]-phosphonic acid mono-[5-(6-amino-purin-9-yl)-4-hydroxy-2-phosphonooxymethyl-tetrahydro-furan-3-yl] ester

ID: ALA1790862

Chembl Id: CHEMBL1790862

PubChem CID: 11072094

Max Phase: Preclinical

Molecular Formula: C18H24N10O10P2

Molecular Weight: 602.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](OP(=O)(O)COCCn2cnc3ncnc(N)c32)[C@H]1O

Standard InChI:  InChI=1S/C18H24N10O10P2/c19-14-10-17(24-5-21-14)28(7-25-10)18-12(29)13(9(37-18)3-36-40(32,33)34)38-39(30,31)8-35-2-1-27-6-26-16-11(27)15(20)22-4-23-16/h4-7,9,12-13,18,29H,1-3,8H2,(H,30,31)(H2,19,21,24)(H2,20,22,23)(H2,32,33,34)/t9-,12-,13-,18-/m1/s1

Standard InChI Key:  HZMBALOCWYVVPP-ACDAHVMNSA-N

Alternative Forms

1. Parent:

   

   ALA1790862

   2-(6-aminopurin-7-yl)ethoxymethyl-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl]oxyphosphinic 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: 602.40

Molecular Weight (Monoisotopic): 602.1152

AlogP: -1.26

#Rotatable Bonds: 11

Polar Surface Area: 291.22

Molecular Species: ACID

HBA: 17

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.44

CX Basic pKa: 5.03

CX LogP: -8.99

CX LogD: -8.55

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.09

Np Likeness Score: 0.56

References

1. Hakimelahi GH, Ly TW, Moosavi-Movahedi AA, Jain ML, Zakerinia M, Davari H, Mei HC, Sambaiah T, Moshfegh AA, Hakimelahi S..  (2001)  Design, synthesis, and biological evaluation of novel nucleoside and nucleotide analogues as agents against DNA viruses and/or retroviruses.,  44  (22): [PMID:11606136] [10.1021/jm010216r]

Source

Source(1):

• Scientific Literature