US9475795, 109

ID: ALA3987113

PubChem CID: 86704308

Max Phase: Preclinical

Molecular Formula: C19H26ClN3O3S

Molecular Weight: 411.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(c1ccc(Cl)cc1)C1CCN(S(=O)(=O)c2c(C)n[nH]c2C)CC1

Standard InChI:  InChI=1S/C19H26ClN3O3S/c1-13-19(14(2)22-21-13)27(24,25)23-10-8-16(9-11-23)18(12-26-3)15-4-6-17(20)7-5-15/h4-7,16,18H,8-12H2,1-3H3,(H,21,22)

Standard InChI Key:  AZYYSNBRKYPRHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    3.8920   -4.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934   -3.7577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949   -3.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5966   -1.5042    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
    1.2990    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 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
   -2.5988    1.5004    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6378    0.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5986    0.3004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5998    3.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8138    3.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9526    3.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3512    5.2871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8512    5.2880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    3.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2475    3.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    0.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058    1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5023    0.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5436    1.3296    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4972   -0.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1956   -1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  5  1  0
  8 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 19 14  2  0
 19 20  1  0
  4 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3987113

   4-(1-(4-Chlorophenyl)-2-methoxyethyl)-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: 411.95

Molecular Weight (Monoisotopic): 411.1383

AlogP: 3.51

#Rotatable Bonds: 6

Polar Surface Area: 75.29

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: 2.55

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.59

References

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

Source

Source(1):

• BindingDB Database