US9475795, 65

ID: ALA3981069

PubChem CID: 72550667

Max Phase: Preclinical

Molecular Formula: C18H20Cl2N4O2S

Molecular Weight: 427.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1n[nH]c(C)c1S(=O)(=O)N1CCC(C#N)(Cc2ccc(Cl)cc2Cl)CC1

Standard InChI:  InChI=1S/C18H20Cl2N4O2S/c1-12-17(13(2)23-22-12)27(25,26)24-7-5-18(11-21,6-8-24)10-14-3-4-15(19)9-16(14)20/h3-4,9H,5-8,10H2,1-2H3,(H,22,23)

Standard InChI Key:  CQPUJVNWYRAUIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1417    1.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0377    0.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052    1.0408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2543   -0.2587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2499   -1.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -2.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -2.1009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626    2.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0368    2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3215    2.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6342    2.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6621    4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124    5.0117    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3773    5.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    4.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    5.0987    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5629   -0.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5871   -0.6469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  2  1  0
  7  8  1  0
  8  9  2  0
  8 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 16  1  0
 22 23  1  0
 14 24  1  0
 24 25  1  0
 25 11  1  0
 14 26  1  0
 26 27  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3981069

   4-(2,4-Dichlorobenzyl)-1-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)piperidine-4-carbonitrile

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: 427.36

Molecular Weight (Monoisotopic): 426.0684

AlogP: 3.87

#Rotatable Bonds: 4

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: 2.62

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.80

Np Likeness Score: -1.71

References

1.  (2016)  Sulfonyl piperidine derivatives and their use for treating prokineticin mediated diseases, 

Source

Source(1):

• BindingDB Database