ID: ALA2426244

Max Phase: Preclinical

Molecular Formula: C16H21NO2

Molecular Weight: 259.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCc1[nH]c2ccccc2c(=O)c1O

Standard InChI:  InChI=1S/C16H21NO2/c1-2-3-4-5-6-11-14-16(19)15(18)12-9-7-8-10-13(12)17-14/h7-10,19H,2-6,11H2,1H3,(H,17,18)

Standard InChI Key:  CEIUIHOQDSVZJQ-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 259.35

Molecular Weight (Monoisotopic): 259.1572

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 53.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.45

CX Basic pKa:

CX LogP: 4.65

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: 0.50

References

1. Zender M, Klein T, Henn C, Kirsch B, Maurer CK, Kail D, Ritter C, Dolezal O, Steinbach A, Hartmann RW..  (2013)  Discovery and biophysical characterization of 2-amino-oxadiazoles as novel antagonists of PqsR, an important regulator of Pseudomonas aeruginosa virulence.,  56  (17): [PMID:23919758] [10.1021/jm400830r]

2. Nandakumar N, Dandela R, Gopas J, Meijler MM..  (2017)  Quorum sensing modulators exhibit cytotoxicity in Hodgkin's lymphoma cells and interfere with NF-κB signaling.,  27  (13): [PMID:28526369] [10.1016/j.bmcl.2017.05.012]

3. Soheili V, Tajani AS, Ghodsi R, Bazzaz BSF..  (2019)  Anti-PqsR compounds as next-generation antibacterial agents against Pseudomonas aeruginosa: A review.,  172  [PMID:30939351] [10.1016/j.ejmech.2019.03.049]

4. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

5. Selvaraj B, Woon Kim D, Park JS, Cheol Kwon H, Lee H, Yoo KY, Wook Lee J..  (2021)  Neuroprotective effects of 2-heptyl-3-hydroxy-4-quinolone in HT22 mouse hippocampal neuronal cells.,  49  [PMID:34375718] [10.1016/j.bmcl.2021.128312]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data