(1'S,4'R)-9-[3-((N-(2-hydroxybenzoyl)sulfamoyl)oxymethyl)-cyclopent-1-yl]adenine

ID: ALA385125

Chembl Id: CHEMBL385125

PubChem CID: 44418955

Max Phase: Preclinical

Molecular Formula: C18H20N6O5S

Molecular Weight: 432.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2ncn([C@H]3CC[C@@H](COS(=O)(=O)NC(=O)c4ccccc4O)C3)c12

Standard InChI:  InChI=1S/C18H20N6O5S/c19-16-15-17(21-9-20-16)22-10-24(15)12-6-5-11(7-12)8-29-30(27,28)23-18(26)13-3-1-2-4-14(13)25/h1-4,9-12,25H,5-8H2,(H,23,26)(H2,19,20,21)/t11-,12+/m1/s1

Standard InChI Key:  QNELDFKVSYNMOB-NEPJUHHUSA-N

Alternative Forms

1. Parent:

   

   ALA385125

   [(1R,3S)-3-(6-aminopurin-7-yl)cyclopentyl]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: 432.46

Molecular Weight (Monoisotopic): 432.1216

AlogP: 1.15

#Rotatable Bonds: 6

Polar Surface Area: 162.32

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.06

CX Basic pKa: 4.54

CX LogP: 0.12

CX LogD: 0.60

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.04

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