ID: ALA184106

Max Phase: Preclinical

Molecular Formula: C9H17NO4S

Molecular Weight: 235.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCS(=O)(=O)NC1CCOC1=O

Standard InChI:  InChI=1S/C9H17NO4S/c1-2-3-4-7-15(12,13)10-8-5-6-14-9(8)11/h8,10H,2-7H2,1H3

Standard InChI Key:  NLUZYZHJZKPTKC-UHFFFAOYSA-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: 235.30

Molecular Weight (Monoisotopic): 235.0878

AlogP: 0.41

#Rotatable Bonds: 6

Polar Surface Area: 72.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.63

CX Basic pKa:

CX LogP: 0.33

CX LogD: 0.31

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.53

Np Likeness Score: -0.48

References

1. Castang S, Chantegrel B, Deshayes C, Dolmazon R, Gouet P, Haser R, Reverchon S, Nasser W, Hugouvieux-Cotte-Pattat N, Doutheau A..  (2004)  N-Sulfonyl homoserine lactones as antagonists of bacterial quorum sensing.,  14  (20): [PMID:15380216] [10.1016/j.bmcl.2004.07.088]

2. Frezza M, Soulère L, Reverchon S, Guiliani N, Jerez C, Queneau Y, Doutheau A..  (2008)  Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator.,  16  (7): [PMID:18294853] [10.1016/j.bmc.2008.02.023]

3. Chbib C..  (2020)  Impact of the structure-activity relationship of AHL analogues on quorum sensing in Gram-negative bacteria.,  28  (3): [PMID:31918952] [10.1016/j.bmc.2019.115282]

Source

Source(1):

• Scientific Literature