9-[(((N-(2-hydroxybenzoyl)sulfamoyl)oxy)ethoxy)methyl]-adenine

ID: ALA220161

Chembl Id: CHEMBL220161

PubChem CID: 44418962

Max Phase: Preclinical

Molecular Formula: C15H16N6O6S

Molecular Weight: 408.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2ncn(COCCOS(=O)(=O)NC(=O)c3ccccc3O)c12

Standard InChI:  InChI=1S/C15H16N6O6S/c16-13-12-14(18-7-17-13)19-8-21(12)9-26-5-6-27-28(24,25)20-15(23)10-3-1-2-4-11(10)22/h1-4,7-8,22H,5-6,9H2,(H,20,23)(H2,16,17,18)

Standard InChI Key:  YUPFAOYYYDYBTK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA220161

   2-[(6-aminopurin-7-yl)methoxy]ethyl 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: 408.40

Molecular Weight (Monoisotopic): 408.0852

AlogP: -0.22

#Rotatable Bonds: 8

Polar Surface Area: 171.55

Molecular Species: ACID

HBA: 11

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.06

CX Basic pKa: 4.54

CX LogP: -0.79

CX LogD: -0.31

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.38

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