ID: ALA1911517

Max Phase: Preclinical

Molecular Formula: C19H25NO

Molecular Weight: 283.42

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C19H25NO/c1-3-4-5-6-7-8-9-13-17-15(2)19(21)16-12-10-11-14-18(16)20-17/h8-12,14H,3-7,13H2,1-2H3,(H,20,21)/b9-8+

Standard InChI Key:  XICKFFMQHHMRFO-CMDGGOBGSA-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: 283.42

Molecular Weight (Monoisotopic): 283.1936

AlogP: 4.91

#Rotatable Bonds: 7

Polar Surface Area: 32.86

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.66

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: 0.78

References

1. Onda K, Narazaki F, Ishibashi N, Nakanishi K, Sawada Y, Imamura K, Momose K, Furukawa S, Shimada Y, Moriguchi H, Yuda M, Kayakiri H, Ohta M..  (2011)  Identification of 4-quinolone derivatives as inhibitors of reactive oxygen species production from human umbilical vein endothelial cells.,  21  (22): [PMID:21963985] [10.1016/j.bmcl.2011.09.015]

2. da Silva MF, Soares MS, Fernandes JB, Vieria PC..  (2007)  Alkyl, aryl, alkylarylquinoline, and related alkaloids.,  64  [PMID:18085331] [10.1016/s1099-4831(07)64004-8]

3. Minowa N, Imamura K, Machinami T, Shibahara S.  (1996)  New Insecticidal 4-Acetoxy-2-alkenylquinolines,  60  (9): [10.1271/bbb.60.1510]

4. 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