N-(((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-4-oxo-1,4-dihydroquinoline-3-sulfonamide

ID: ALA4168282

Chembl Id: CHEMBL4168282

PubChem CID: 71819192

Max Phase: Preclinical

Molecular Formula: C19H19N7O6S

Molecular Weight: 473.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)c2c[nH]c3ccccc3c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C19H19N7O6S/c20-17-13-18(23-7-22-17)26(8-24-13)19-16(29)15(28)11(32-19)5-25-33(30,31)12-6-21-10-4-2-1-3-9(10)14(12)27/h1-4,6-8,11,15-16,19,25,28-29H,5H2,(H,21,27)(H2,20,22,23)/t11-,15-,16-,19-/m1/s1

Standard InChI Key:  PRFXKDATEQMALE-LUTMRVPUSA-N

Alternative Forms

1. Parent:

   

   ALA4168282

   N-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-4-oxo-1H-quinoline-3-sulfonamide

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: 473.47

Molecular Weight (Monoisotopic): 473.1118

AlogP: -1.15

#Rotatable Bonds: 5

Polar Surface Area: 198.34

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.39

CX Basic pKa: 4.92

CX LogP: -0.74

CX LogD: -1.01

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.24

Np Likeness Score: 0.03

References

1. Dawadi S, Boshoff HIM, Park SW, Schnappinger D, Aldrich CC..  (2018)  Conformationally Constrained Cinnolinone Nucleoside Analogues as Siderophore Biosynthesis Inhibitors for Tuberculosis.,  9  (4): [PMID:29670706] [10.1021/acsmedchemlett.8b00090]

Source

Source(1):

• Scientific Literature