2-(4-(2-fluorobenzoyl)piperazin-1-yl)-6-methoxyquinoline-3-carbonitrile

ID: ALA4444352

PubChem CID: 71110482

Max Phase: Preclinical

Molecular Formula: C22H19FN4O2

Molecular Weight: 390.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(N3CCN(C(=O)c4ccccc4F)CC3)c(C#N)cc2c1

Standard InChI:  InChI=1S/C22H19FN4O2/c1-29-17-6-7-20-15(13-17)12-16(14-24)21(25-20)26-8-10-27(11-9-26)22(28)18-4-2-3-5-19(18)23/h2-7,12-13H,8-11H2,1H3

Standard InChI Key:  URSZYPJNFJDXKN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.3148   -8.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3136   -9.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0217  -10.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0199   -8.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7285   -8.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7293   -9.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4378  -10.0258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1461   -9.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1413   -8.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4322   -8.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8554  -10.0208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8464   -8.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5516   -7.9703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8542  -10.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5595  -11.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2680  -10.8324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2668  -10.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5570   -9.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6834  -10.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3891  -11.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0963  -10.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0967  -10.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3840   -9.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6797  -10.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6070   -8.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6068   -7.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9742  -12.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3882  -12.0588    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  9 10  1  0
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  9 12  1  0
 13 14  3  0
 10 13  1  0
 12 15  1  0
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 17 18  1  0
 18 19  1  0
 17  1  1  0
  1 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
  2 26  1  0
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  1 28  2  0
 21 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4444352

   2-[4-(2-Fluorobenzoyl)piperazin-1-yl]-6-methoxyquinoline-3-carbonitrile

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: 390.42

Molecular Weight (Monoisotopic): 390.1492

AlogP: 3.22

#Rotatable Bonds: 3

Polar Surface Area: 69.46

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.22

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.90

References

1. Spanò V, Montalbano A, Carbone A, Scudieri P, Galietta LJV, Barraja P..  (2019)  An overview on chemical structures as ΔF508-CFTR correctors.,  180  [PMID:31326599] [10.1016/j.ejmech.2019.07.037]

2. Spanò V, Venturini A, Genovese M, Barreca M, Raimondi MV, Montalbano A, Galietta LJV, Barraja P..  (2020)  Current development of CFTR potentiators in the last decade.,  204  [PMID:32898816] [10.1016/j.ejmech.2020.112631]

Source

Source(1):

• Scientific Literature