3'-deoxy-5'-O-(N-(2-hydroxybenzoyl)sulfamoyl)adenosine

ID: ALA387162

Chembl Id: CHEMBL387162

PubChem CID: 44418970

Max Phase: Preclinical

Molecular Formula: C17H18N6O7S

Molecular Weight: 450.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18N6O7S/c18-14-13-15(20-7-19-14)21-8-23(13)17-12(25)5-9(30-17)6-29-31(27,28)22-16(26)10-3-1-2-4-11(10)24/h1-4,7-9,12,17,24-25H,5-6H2,(H,22,26)(H2,18,19,20)/t9-,12+,17+/m0/s1

Standard InChI Key:  NERGYNIRPZTXFM-DKRRZFASSA-N

Alternative Forms

1. Parent:

   

   ALA387162

   [(2S,4R,5R)-5-(6-aminopurin-7-yl)-4-hydroxyoxolan-2-yl]methyl N-(2-hydroxybenzoyl)sulfamate

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: 450.43

Molecular Weight (Monoisotopic): 450.0958

AlogP: -0.55

#Rotatable Bonds: 6

Polar Surface Area: 191.78

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.05

CX Basic pKa: 4.53

CX LogP: -1.25

CX LogD: -0.78

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: 0.50

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