N-(3,5-bis(trifluoromethyl)phenyl)isoquinoline-1-carboxamide

ID: ALA4857384

PubChem CID: 164612448

Max Phase: Preclinical

Molecular Formula: C18H10F6N2O

Molecular Weight: 384.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(C(F)(F)F)cc(C(F)(F)F)c1)c1nccc2ccccc12

Standard InChI:  InChI=1S/C18H10F6N2O/c19-17(20,21)11-7-12(18(22,23)24)9-13(8-11)26-16(27)15-14-4-2-1-3-10(14)5-6-25-15/h1-9H,(H,26,27)

Standard InChI Key:  FWHCIQRQIUXGRR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   16.0879  -14.6847    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6835  -13.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2745  -14.6821    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0967  -13.3846    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.5189  -13.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3118  -14.1760    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6820   -9.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6809   -9.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3890  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3872   -8.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0958   -9.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0965   -9.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8051  -10.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5133   -9.8957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5086   -9.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7995   -8.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8068  -11.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0999  -11.5337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5153  -11.5308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1016  -12.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3931  -12.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3945  -13.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1036  -13.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8128  -13.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8079  -12.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5273  -14.7876    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9791  -13.5745    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 13 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 24  5  1  0
  5 26  1  0
 22  2  1  0
  2 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857384

   ---

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: 384.28

Molecular Weight (Monoisotopic): 384.0697

AlogP: 5.52

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.88

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.23

References

1. Sim S, Lee S, Ko S, Phuong Bui B, Linh Nguyen P, Cho J, Lee K, Kang JS, Jung JK, Lee H..  (2021)  Design, synthesis, and biological evaluation of potent 1,2,3,4-tetrahydroisoquinoline derivatives as anticancer agents targeting NF-κB signaling pathway.,  46  [PMID:34500188] [10.1016/j.bmc.2021.116371]

Source

Source(1):

• Scientific Literature