US9475795, 84

ID: ALA3905662

PubChem CID: 72551108

Max Phase: Preclinical

Molecular Formula: C17H23ClN4O4S

Molecular Weight: 414.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cl)cnc1OC1CCN(S(=O)(=O)c2c(C)nn(C)c2C)CC1

Standard InChI:  InChI=1S/C17H23ClN4O4S/c1-11-16(12(2)21(3)20-11)27(23,24)22-7-5-14(6-8-22)26-17-15(25-4)9-13(18)10-19-17/h9-10,14H,5-8H2,1-4H3

Standard InChI Key:  HXYYINKUXKDVIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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 N   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 O   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
   -1.3092   -5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108   -5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -5.2404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6004   -2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096   -5.9864    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2465   -5.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2052   -4.7864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2157   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0057   -8.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651   -7.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4751   -9.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9751   -9.7704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6844  -10.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4327   -8.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5702   -7.9596    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
 24 26  1  0
 26 20  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3905662

   5-chloro-3-methoxy-2-((1-((1,3,5-trimethyl-1H-pyrazol-4-yl)sulfonyl)piperidin-4-yl)oxy)pyridine

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: 414.92

Molecular Weight (Monoisotopic): 414.1129

AlogP: 2.33

#Rotatable Bonds: 5

Polar Surface Area: 86.55

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.18

CX LogP: 1.26

CX LogD: 1.26

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -1.93

References

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

Source

Source(1):

• BindingDB Database