N-(4-methoxyphenyl)-1-(4-methoxyphenylsulfonyl)piperidin-4-amine

ID: ALA4248984

PubChem CID: 3993140

Max Phase: Preclinical

Molecular Formula: C19H24N2O4S

Molecular Weight: 376.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC2CCN(S(=O)(=O)c3ccc(OC)cc3)CC2)cc1

Standard InChI:  InChI=1S/C19H24N2O4S/c1-24-17-5-3-15(4-6-17)20-16-11-13-21(14-12-16)26(22,23)19-9-7-18(25-2)8-10-19/h3-10,16,20H,11-14H2,1-2H3

Standard InChI Key:  IGNIFYDVEPNYFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   14.7204  -18.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7193  -19.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4273  -19.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1370  -19.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1341  -18.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4255  -18.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8453  -19.8444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5524  -19.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2591  -19.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9640  -19.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9670  -18.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2588  -18.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5476  -18.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6756  -18.2170    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.3824  -18.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2618  -17.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0790  -17.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3757  -19.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0817  -19.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7913  -19.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7904  -18.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0839  -18.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4986  -19.8566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4979  -20.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0126  -18.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0124  -17.3923    0.0000 C   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  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 15  1  0
 20 23  1  0
 23 24  1  0
  1 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4248984

   N-(4-methoxyphenyl)-1-(4-methoxyphenyl)sulfonylpiperidin-4-amine

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: 376.48

Molecular Weight (Monoisotopic): 376.1457

AlogP: 2.97

#Rotatable Bonds: 6

Polar Surface Area: 67.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.76

CX LogP: 1.99

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -1.43

References

1. Tawaraishi T, Sakauchi N, Hidaka K, Yoshikawa K, Okui T, Kuno H, Chisaki I, Aso K..  (2018)  Identification of a novel series of potent and selective CCR6 inhibitors as biological probes.,  28  (18): [PMID:30098865] [10.1016/j.bmcl.2018.07.042]

2. Tawaraishi, Taisuke T and 7 more authors.  2018-10-01  Identification of a novel series of potent and selective CCR6 inhibitors as biological probes.  [PMID:30098865]

Source

Source(1):

• Scientific Literature