7-Acetamido-4-((3-trifluoromethyl)phenyl)-8-hydroxyquinoline

ID: ALA4559962

PubChem CID: 155510469

Max Phase: Preclinical

Molecular Formula: C18H13F3N2O2

Molecular Weight: 346.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc2c(-c3cccc(C(F)(F)F)c3)ccnc2c1O

Standard InChI:  InChI=1S/C18H13F3N2O2/c1-10(24)23-15-6-5-14-13(7-8-22-16(14)17(15)25)11-3-2-4-12(9-11)18(19,20)21/h2-9,25H,1H3,(H,23,24)

Standard InChI Key:  YDBKXZBEADSYFG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.5429  -26.4004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2567  -25.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2538  -25.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5411  -24.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8307  -25.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8330  -25.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1229  -24.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4101  -25.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4118  -25.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1224  -26.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5363  -23.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2480  -23.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2449  -22.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5308  -22.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8183  -22.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8250  -23.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7009  -26.4034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9922  -25.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2814  -26.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9903  -25.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9514  -22.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6603  -22.7034    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9491  -21.4796    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6563  -21.8826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1237  -27.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 11  1  0
  9 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 13 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559962

   ---

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: 346.31

Molecular Weight (Monoisotopic): 346.0929

AlogP: 4.58

#Rotatable Bonds: 2

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: 4.60

CX LogP: 3.59

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: -0.90

References

1. Abraham AD, Esquer H, Zhou Q, Tomlinson N, Hamill BD, Abbott JM, Li L, Pike LA, Rinaldetti S, Ramirez DA, Lunghofer PJ, Gomez JD, Schaack J, Nemkov T, D'Alessandro A, Hansen KC, Gustafson DL, Messersmith WA, LaBarbera DV..  (2019)  Drug Design Targeting T-Cell Factor-Driven Epithelial-Mesenchymal Transition as a Therapeutic Strategy for Colorectal Cancer.,  62  (22): [PMID:31675229] [10.1021/acs.jmedchem.9b01065]

Source

Source(1):

• Scientific Literature