2-[2-(3,5-dimethoxyphenyl)vinyl]quinolin-8-yl acetate

ID: ALA4476159

PubChem CID: 155538231

Max Phase: Preclinical

Molecular Formula: C21H19NO4

Molecular Weight: 349.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2ccc3cccc(OC(C)=O)c3n2)cc(OC)c1

Standard InChI:  InChI=1S/C21H19NO4/c1-14(23)26-20-6-4-5-16-8-10-17(22-21(16)20)9-7-15-11-18(24-2)13-19(12-15)25-3/h4-13H,1-3H3/b9-7+

Standard InChI Key:  KEZZKEZFVBDUNV-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.2467   -9.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2456  -10.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9536  -10.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9518   -9.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6604   -9.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6612  -10.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697  -10.8760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0780  -10.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733   -9.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3642   -9.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7873  -10.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4934  -10.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2027  -10.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2012  -11.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9097  -12.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6168  -11.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6110  -10.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9019  -10.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9555  -11.6992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487  -12.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5401  -11.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506  -12.9267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3156  -10.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0263  -10.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9125  -12.9041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2061  -13.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 17 23  1  0
 23 24  1  0
 15 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476159

   ---

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: 349.39

Molecular Weight (Monoisotopic): 349.1314

AlogP: 4.35

#Rotatable Bonds: 5

Polar Surface Area: 57.65

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.10

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.27

References

1. Mrozek-Wilczkiewicz A, Kuczak M, Malarz K, Cieślik W, Spaczyńska E, Musiol R..  (2019)  The synthesis and anticancer activity of 2-styrylquinoline derivatives. A p53 independent mechanism of action.,  177  [PMID:31158748] [10.1016/j.ejmech.2019.05.061]

Source

Source(1):

• Scientific Literature