4-((3,4-Dichlorophenyl)fluoromethylene)-1-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)piperidine

ID: ALA3981959

PubChem CID: 86580865

Max Phase: Preclinical

Molecular Formula: C17H18Cl2FN3O2S

Molecular Weight: 418.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(C)c1S(=O)(=O)N1CCC(=C(F)c2ccc(Cl)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C17H18Cl2FN3O2S/c1-10-17(11(2)22-21-10)26(24,25)23-7-5-12(6-8-23)16(20)13-3-4-14(18)15(19)9-13/h3-4,9H,5-8H2,1-2H3,(H,21,22)

Standard InChI Key:  GYDNBJRNRTVGET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   31.2472  -22.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6600  -23.6325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.0684  -22.9201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4541  -26.1249    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4685  -25.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3609  -24.0555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0749  -23.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7818  -24.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7681  -24.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0509  -25.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3506  -24.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6277  -24.1578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9498  -24.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7617  -24.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9443  -24.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2398  -23.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1582  -22.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2974  -25.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1868  -24.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2012  -24.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9169  -23.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6099  -24.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6020  -24.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8856  -25.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3232  -23.7215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.9318  -22.8863    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 12 16  2  0
 16 17  1  0
 14 18  1  0
  2 15  1  0
  6  2  1  0
  5  9  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
  5 19  1  0
 22 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981959

   4-((3,4-Dichlorophenyl)fluoromethylene)-1-((3,5-dimethyl-1H-pyrazol-4-yl) sulfonyl)piperidine

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: 418.32

Molecular Weight (Monoisotopic): 417.0481

AlogP: 4.50

#Rotatable Bonds: 3

Polar Surface Area: 66.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.98

CX Basic pKa: 2.62

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.85

References

1.  (2014)  1-sulfonyl piperidine derivatives as modulators of prokineticin receptors, 

Source

Source(1):

• Patent Bioactivity Data