2-(4-(4-methoxyphenylsulfonyl)piperazin-1-yl)-6-methylquinoline-3-carbonitrile

ID: ALA4444246

PubChem CID: 3214072

Max Phase: Preclinical

Molecular Formula: C22H22N4O3S

Molecular Weight: 422.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCN(c3nc4ccc(C)cc4cc3C#N)CC2)cc1

Standard InChI:  InChI=1S/C22H22N4O3S/c1-16-3-8-21-17(13-16)14-18(15-23)22(24-21)25-9-11-26(12-10-25)30(27,28)20-6-4-19(29-2)5-7-20/h3-8,13-14H,9-12H2,1-2H3

Standard InChI Key:  QIWICSQKMCMGIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.1013  -12.3198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6968  -11.6140    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.2879  -12.3172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0370   -9.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0358   -9.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7439  -10.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7421   -8.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4507   -9.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4515   -9.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1600  -10.4014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8683   -9.9906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8635   -9.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1544   -8.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5776  -10.3964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5686   -8.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2738   -8.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5765  -11.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2817  -11.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9902  -11.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9890  -10.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2792   -9.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4056  -11.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1114  -11.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8185  -11.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8189  -10.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1062   -9.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4019  -10.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5260   -9.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2343  -10.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3292   -8.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 15 16  3  0
 12 15  1  0
 14 17  1  0
 14 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  2  1  0
  2 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
  4 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4444246

   2-[4-(4-Methoxyphenyl)sulfonylpiperazin-1-yl]-6-methylquinoline-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: 422.51

Molecular Weight (Monoisotopic): 422.1413

AlogP: 2.93

#Rotatable Bonds: 4

Polar Surface Area: 86.53

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.27

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -1.88

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