N-(3,5-bis(trifluoromethyl)phenyl)-1-(3-chlorobenzoyl)-1,2,3,4-tetrahydroquinoline-2-carboxamide

ID: ALA3810024

PubChem CID: 127045183

Max Phase: Preclinical

Molecular Formula: C25H17ClF6N2O2

Molecular Weight: 526.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)C1CCc2ccccc2N1C(=O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C25H17ClF6N2O2/c26-18-6-3-5-15(10-18)23(36)34-20-7-2-1-4-14(20)8-9-21(34)22(35)33-19-12-16(24(27,28)29)11-17(13-19)25(30,31)32/h1-7,10-13,21H,8-9H2,(H,33,35)

Standard InChI Key:  MESYBFOOHVFJFG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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
   -3.9138    2.4966    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
   -1.2907    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5870    3.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489    3.5938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5121    2.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8109    5.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8496    5.8442    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7714    5.8430    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8102    6.4434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4101    0.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4110   -0.4576    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4491    1.3429    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4497    0.1430    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835    5.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8807    6.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1815    5.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1852    3.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8880    3.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0524    3.2629    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
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  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
 11 12  2  0
 11 13  1  0
  2 11  1  0
 14 15  1  0
 14 16  2  0
  1 14  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 13 17  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 21 23  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 19 27  1  0
 15 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 15  1  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3810024

   ---

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: 526.86

Molecular Weight (Monoisotopic): 526.0883

AlogP: 6.98

#Rotatable Bonds: 3

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.61

CX Basic pKa: ┄

CX LogP: 6.90

CX LogD: 6.90

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -1.42

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