N-(2-(trifluoromethyl)phenyl)quinoline-2-carboxamide

ID: ALA3809441

PubChem CID: 127043003

Max Phase: Preclinical

Molecular Formula: C17H11F3N2O

Molecular Weight: 316.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1C(F)(F)F)c1ccc2ccccc2n1

Standard InChI:  InChI=1S/C17H11F3N2O/c18-17(19,20)12-6-2-4-8-14(12)22-16(23)15-10-9-11-5-1-3-7-13(11)21-15/h1-10H,(H,22,23)

Standard InChI Key:  OHNWFRQDVLNKIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8113    0.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1103    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1101    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    3.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8115   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7728   -1.3591    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8511   -1.3578    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8123   -1.9582    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
 11 12  2  0
 11 13  1  0
  2 11  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 13 14  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 15 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809441

   ---

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

Calculated Properties

Molecular Weight: 316.28

Molecular Weight (Monoisotopic): 316.0823

AlogP: 4.51

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -1.67

References

1. Jo H, Choi M, Kumar AS, Jung Y, Kim S, Yun J, Kang JS, Kim Y, Han SB, Jung JK, Cho J, Lee K, Kwak JH, Lee H..  (2016)  Development of Novel 1,2,3,4-Tetrahydroquinoline Scaffolds as Potent NF-κB Inhibitors and Cytotoxic Agents.,  7  (4): [PMID:27096046] [10.1021/acsmedchemlett.6b00004]

Source

Source(1):

• Scientific Literature