N-({[(2R,3S,4R,5R)-5-(6-amino-7H-purin-7-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfamoyl)-2-hydroxybenzamide

ID: ALA218683

Chembl Id: CHEMBL218683

PubChem CID: 44418966

Max Phase: Preclinical

Molecular Formula: C17H19N7O7S

Molecular Weight: 465.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2ncn([C@@H]3O[C@H](CNS(=O)(=O)NC(=O)c4ccccc4O)[C@@H](O)[C@H]3O)c12

Standard InChI:  InChI=1S/C17H19N7O7S/c18-14-11-15(20-6-19-14)21-7-24(11)17-13(27)12(26)10(31-17)5-22-32(29,30)23-16(28)8-3-1-2-4-9(8)25/h1-4,6-7,10,12-13,17,22,25-27H,5H2,(H,23,28)(H2,18,19,20)/t10-,12-,13-,17-/m1/s1

Standard InChI Key:  QYOFOZBJAPIWHT-CNEMSGBDSA-N

Alternative Forms

1. Parent:

   

   ALA218683

   N-[[(2R,3S,4R,5R)-5-(6-aminopurin-7-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfamoyl]-2-hydroxybenzamide

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: 465.45

Molecular Weight (Monoisotopic): 465.1067

AlogP: -2.00

#Rotatable Bonds: 6

Polar Surface Area: 214.81

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.96

CX Basic pKa: 4.66

CX LogP: -1.54

CX LogD: -2.19

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.23

Np Likeness Score: 0.25

References

1. Somu RV, Wilson DJ, Bennett EM, Boshoff HI, Celia L, Beck BJ, Barry CE, Aldrich CC..  (2006)  Antitubercular nucleosides that inhibit siderophore biosynthesis: SAR of the glycosyl domain.,  49  (26): [PMID:17181146] [10.1021/jm061068d]

Source

Source(1):

• Scientific Literature