2-[2-(2-iodophenyl)vinyl]quinolin-4-yl acetate

ID: ALA4513503

PubChem CID: 155538913

Max Phase: Preclinical

Molecular Formula: C19H14INO2

Molecular Weight: 415.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1cc(/C=C/c2ccccc2I)nc2ccccc12

Standard InChI:  InChI=1S/C19H14INO2/c1-13(22)23-19-12-15(21-18-9-5-3-7-16(18)19)11-10-14-6-2-4-8-17(14)20/h2-12H,1H3/b11-10+

Standard InChI Key:  AKCHCMGHJJUSSF-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.9714   -3.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9703   -4.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6783   -4.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765   -3.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851   -3.4880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3859   -4.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0944   -4.7141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8027   -4.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7980   -3.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888   -3.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5120   -4.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2181   -4.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9274   -4.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9259   -5.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6344   -5.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3415   -5.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3356   -4.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6266   -4.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0845   -2.2606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7900   -1.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -1.0311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4999   -2.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192   -3.4729    0.0000 I   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
 10 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513503

   ---

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: 415.23

Molecular Weight (Monoisotopic): 415.0069

AlogP: 4.94

#Rotatable Bonds: 3

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.47

CX LogP: 5.24

CX LogD: 5.24

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -0.30

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