ID: ALA4448189

Max Phase: Preclinical

Molecular Formula: C13H19NO7S

Molecular Weight: 333.36

Molecule Type: Unknown

Representations

Canonical SMILES:  CO[C@H]1O[C@H](CNS(=O)(=O)c2ccccc2)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H19NO7S/c1-20-13-12(17)11(16)10(15)9(21-13)7-14-22(18,19)8-5-3-2-4-6-8/h2-6,9-17H,7H2,1H3/t9-,10-,11+,12+,13+/m1/s1

Standard InChI Key:  IQWBBVXNZYXXDX-BNDIWNMDSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 333.36

Molecular Weight (Monoisotopic): 333.0882

AlogP: -1.58

#Rotatable Bonds: 5

Polar Surface Area: 125.32

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.17

CX Basic pKa:

CX LogP: -0.97

CX LogD: -0.97

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: 0.30

References

1. Sommer R, Rox K, Wagner S, Hauck D, Henrikus SS, Newsad S, Arnold T, Ryckmans T, Brönstrup M, Imberty A, Varrot A, Hartmann RW, Titz A..  (2019)  Anti-biofilm Agents against Pseudomonas aeruginosa: A Structure-Activity Relationship Study of C-Glycosidic LecB Inhibitors.,  62  (20): [PMID:31553873] [10.1021/acs.jmedchem.9b01120]

2. Mała P, Siebs E, Meiers J, Rox K, Varrot A, Imberty A, Titz A..  (2022)  Discovery of N-β-l-Fucosyl Amides as High-Affinity Ligands for the Pseudomonas aeruginosa Lectin LecB.,  65  (20.0): [PMID:36256875] [10.1021/acs.jmedchem.2c01373]

Source

Source(1):

• Scientific Literature