2-amino-9-(5-(4-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)methyl)-1H-1,2,3-triazol-1-ylsulfonyl)pentyl)-1H-purin-6(9H)-one

ID: ALA4089528

Chembl Id: CHEMBL4089528

PubChem CID: 137642779

Max Phase: Preclinical

Molecular Formula: C19H28N8O8S

Molecular Weight: 528.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@H](OCc2cn(S(=O)(=O)CCCCCn3cnc4c(=O)[nH]c(N)nc43)nn2)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C19H28N8O8S/c1-10-13(28)14(29)15(30)18(35-10)34-8-11-7-27(25-24-11)36(32,33)6-4-2-3-5-26-9-21-12-16(26)22-19(20)23-17(12)31/h7,9-10,13-15,18,28-30H,2-6,8H2,1H3,(H3,20,22,23,31)/t10-,13+,14+,15-,18-/m0/s1

Standard InChI Key:  NXSMUADVDSBJJL-JHYRJPARSA-N

Alternative Forms

1. Parent:

   

   ALA4089528

   ---

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: 528.55

Molecular Weight (Monoisotopic): 528.1751

AlogP: -2.31

#Rotatable Bonds: 10

Polar Surface Area: 233.59

Molecular Species: NEUTRAL

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 0.46

CX LogP: -2.62

CX LogD: -2.62

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: 0.04

References

1. Manabe Y, Kasahara S, Takakura Y, Yang X, Takamatsu S, Kamada Y, Miyoshi E, Yoshidome D, Fukase K..  (2017)  Development of α1,6-fucosyltransferase inhibitors through the diversity-oriented syntheses of GDP-fucose mimics using the coupling between alkyne and sulfonyl azide.,  25  (11): [PMID:28284868] [10.1016/j.bmc.2017.02.036]

Source

Source(1):

• Scientific Literature