US9475795, 86

ID: ALA3896722

PubChem CID: 72548147

Max Phase: Preclinical

Molecular Formula: C19H26ClN3O4S

Molecular Weight: 427.95

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  YBBIXCMTMNKKNK-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
   -2.5681   -4.5182    0.0000 C   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
   -3.8635   -2.2662    0.0000 N   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
   -1.2655   -2.2703    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
   -5.1598   -0.3137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218   -0.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4635   -2.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6046   -3.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7098   -4.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0725   -4.0504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8196   -2.7497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8134   -1.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0533   -0.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3065   -5.2506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2687   -5.8531    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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 11  1  0
 14 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 25 20  2  0
 25 26  1  0
 11 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3896722

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

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: 3.10

#Rotatable Bonds: 6

Polar Surface Area: 84.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.99

CX Basic pKa: 2.62

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -1.23

References

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

Source

Source(1):

• BindingDB Database