US9475795, 88

ID: ALA3954927

PubChem CID: 72551111

Max Phase: Preclinical

Molecular Formula: C19H26ClN3O4S

Molecular Weight: 427.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cl)ccc1CC1(O)CCN(S(=O)(=O)c2c(C)nn(C)c2C)CC1

Standard InChI:  InChI=1S/C19H26ClN3O4S/c1-13-18(14(2)22(3)21-13)28(25,26)23-9-7-19(24,8-10-23)12-15-5-6-16(20)11-17(15)27-4/h5-6,11,24H,7-10,12H2,1-4H3

Standard InChI Key:  WDYRJTUJRWNENR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  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 O   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
   -6.6129    3.2456    0.0000 C   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
 25 27  1  0
 27 21  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3954927

   4-(4-Chloro-2-methoxybenzyl)-1-((1,3,5-trimethyl-1H-pyrazol-4-yl)sulfonyl)piperidin-4-ol

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: 427.95

Molecular Weight (Monoisotopic): 427.1333

AlogP: 2.46

#Rotatable Bonds: 5

Polar Surface Area: 84.66

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.16

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -1.44

References

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

Source

Source(1):

• BindingDB Database