ID: ALA3265243

Max Phase: Preclinical

Molecular Formula: C15H24N4O9S

Molecular Weight: 436.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@H](C)[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H24N4O9S/c1-3-7(2)10(16)13(23)18-29(25,26)27-6-8-11(21)12(22)14(28-8)19-5-4-9(20)17-15(19)24/h4-5,7-8,10-12,14,21-22H,3,6,16H2,1-2H3,(H,18,23)(H,17,20,24)/t7-,8+,10-,11+,12+,14+/m0/s1

Standard InChI Key:  RNCXPYJJFGBKKO-HKTCIEFVSA-N

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

Properties

Molecular Weight: 436.44

Molecular Weight (Monoisotopic): 436.1264

AlogP: -3.09

#Rotatable Bonds: 8

Polar Surface Area: 203.04

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.74

CX Basic pKa: 6.88

CX LogP: -2.85

CX LogD: -2.90

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.28

Np Likeness Score: 0.76

References

1. Gadakh B, Vondenhoff G, Lescrinier E, Rozenski J, Froeyen M, Van Aerschot A..  (2014)  Base substituted 5'-O-(N-isoleucyl)sulfamoyl nucleoside analogues as potential antibacterial agents.,  22  (10): [PMID:24746466] [10.1016/j.bmc.2014.03.040]

2. Nautiyal M, De Graef S, Pang L, Gadakh B, Strelkov SV, Weeks SD, Van Aerschot A..  (2019)  Comparative analysis of pyrimidine substituted aminoacyl-sulfamoyl nucleosides as potential inhibitors targeting class I aminoacyl-tRNA synthetases.,  173  [PMID:30995568] [10.1016/j.ejmech.2019.04.003]

Source

Source(1):

• Scientific Literature