N-(1-(4-methoxyphenylsulfonyl)piperidin-4-yl)-5-(trifluoromethyl)pyridin-2-amine

ID: ALA4243205

PubChem CID: 26045740

Max Phase: Preclinical

Molecular Formula: C18H20F3N3O3S

Molecular Weight: 415.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCC(Nc3ccc(C(F)(F)F)cn3)CC2)cc1

Standard InChI:  InChI=1S/C18H20F3N3O3S/c1-27-15-3-5-16(6-4-15)28(25,26)24-10-8-14(9-11-24)23-17-7-2-13(12-22-17)18(19,20)21/h2-7,12,14H,8-11H2,1H3,(H,22,23)

Standard InChI Key:  PGXQYIHQHXSRAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    2.2644  -14.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633  -15.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713  -15.6903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810  -15.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6782  -14.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9695  -14.0529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893  -15.6883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964  -15.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8031  -15.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5081  -15.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5110  -14.4680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8028  -14.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0917  -14.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2196  -14.0609    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9264  -14.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058  -13.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6230  -13.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9197  -15.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6257  -15.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3353  -15.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3345  -14.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6279  -14.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0426  -15.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0419  -16.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566  -14.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8490  -14.4621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432  -13.3433    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604  -13.3433    0.0000 F   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
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4243205

   N-[1-(4-methoxyphenyl)sulfonylpiperidin-4-yl]-5-(trifluoromethyl)pyridin-2-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: 415.44

Molecular Weight (Monoisotopic): 415.1177

AlogP: 3.37

#Rotatable Bonds: 5

Polar Surface Area: 71.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.43

CX LogP: 2.41

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.81

Np Likeness Score: -1.97

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