US9475795, 90

ID: ALA3958623

PubChem CID: 72547671

Max Phase: Preclinical

Molecular Formula: C18H23ClFN3O3S

Molecular Weight: 415.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cl)ccc1CC1(F)CCN(S(=O)(=O)c2c(C)n[nH]c2C)CC1

Standard InChI:  InChI=1S/C18H23ClFN3O3S/c1-12-17(13(2)22-21-12)27(24,25)23-8-6-18(20,7-9-23)11-14-4-5-15(19)10-16(14)26-3/h4-5,10H,6-9,11H2,1-3H3,(H,21,22)

Standard InChI Key:  BWNLVZDGPGZWRA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    3.6387   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 O   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
    0.0000    2.7000    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
   -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
   -0.0031   -3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -4.9494    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2655   -2.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5633   -1.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8635   -2.2662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659   -3.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -4.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1621   -1.5137    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2021   -2.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1638   -2.7137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1607   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463    0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8077    0.4670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4085    2.2727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9085    2.2741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3734    0.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5128    0.4714    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  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9  3  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 11  1  0
 15 18  1  0
 18 19  2  0
 18 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 21  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3958623

   4-(4-Chloro-2-methoxybenzyl)-1-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)-4-fluoropiperidine

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: 415.92

Molecular Weight (Monoisotopic): 415.1133

AlogP: 3.42

#Rotatable Bonds: 5

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: 2.25

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.81

Np Likeness Score: -1.55

References

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

Source

Source(1):

• BindingDB Database