(E)-2-(Oct-2'-en-1'-yl)-3-methylquinolin-4(1H)-one; Burkholone

ID: ALA4753618

Chembl Id: CHEMBL4753618

PubChem CID: 24740400

Max Phase: Preclinical

Molecular Formula: C18H23NO

Molecular Weight: 269.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCC/C=C/Cc1[nH]c2ccccc2c(=O)c1C

Standard InChI:  InChI=1S/C18H23NO/c1-3-4-5-6-7-8-12-16-14(2)18(20)15-11-9-10-13-17(15)19-16/h7-11,13H,3-6,12H2,1-2H3,(H,19,20)/b8-7+

Standard InChI Key:  HROARYQHAQCVQN-BQYQJAHWSA-N

Alternative Forms

1. Parent:

   

   ALA4753618

   Burkholone

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

Calculated Properties

Molecular Weight: 269.39

Molecular Weight (Monoisotopic): 269.1780

AlogP: 4.52

#Rotatable Bonds: 6

Polar Surface Area: 32.86

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.66

CX LogP: 5.38

CX LogD: 5.38

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: 0.77

References

1. Piochon M,Coulon PML,Caulet A,Groleau MC,Déziel E,Gauthier C.  (2020)  Synthesis and Antimicrobial Activity of Burkholderia-Related 4-Hydroxy-3-methyl-2-alkenylquinolines (HMAQs) and Their N-Oxide Counterparts.,  83  (7.0): [PMID:32631063] [10.1021/acs.jnatprod.0c00171]

Source

Source(1):

• Scientific Literature