N-(5-(2-amino-6-oxo-1H-purin-9(6H)-yl)pentylsulfonyl)-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)propanamide

ID: ALA4079221

Chembl Id: CHEMBL4079221

PubChem CID: 137651048

Max Phase: Preclinical

Molecular Formula: C19H30N6O9S

Molecular Weight: 518.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@H](OCCC(=O)NS(=O)(=O)CCCCCn2cnc3c(=O)[nH]c(N)nc32)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C19H30N6O9S/c1-10-13(27)14(28)15(29)18(34-10)33-7-5-11(26)24-35(31,32)8-4-2-3-6-25-9-21-12-16(25)22-19(20)23-17(12)30/h9-10,13-15,18,27-29H,2-8H2,1H3,(H,24,26)(H3,20,22,23,30)/t10-,13+,14+,15-,18-/m0/s1

Standard InChI Key:  FOBLCDANZDGJKU-JHYRJPARSA-N

Alternative Forms

1. Parent:

   

   ALA4079221

   ---

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: 518.55

Molecular Weight (Monoisotopic): 518.1795

AlogP: -2.45

#Rotatable Bonds: 11

Polar Surface Area: 231.98

Molecular Species: ACID

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.03

CX Basic pKa: 0.46

CX LogP: -2.77

CX LogD: -3.71

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: 0.25

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