isopropyl 4-(6-(4-(ethylsulfonyl)piperazin-1-yl)pyridin-3-yloxy)piperidine-1-carboxylate

ID: ALA1090169

PubChem CID: 46885051

Max Phase: Preclinical

Molecular Formula: C20H32N4O5S

Molecular Weight: 440.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N1CCN(c2ccc(OC3CCN(C(=O)OC(C)C)CC3)cn2)CC1

Standard InChI:  InChI=1S/C20H32N4O5S/c1-4-30(26,27)24-13-11-22(12-14-24)19-6-5-18(15-21-19)29-17-7-9-23(10-8-17)20(25)28-16(2)3/h5-6,15-17H,4,7-14H2,1-3H3

Standard InChI Key:  MSBKDDLMQUUQDX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.5639  -19.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5610  -18.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8458  -18.0458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4159  -18.0418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4177  -17.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7073  -16.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9907  -17.2130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2778  -16.7980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5621  -17.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6905  -16.2090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2760  -22.1663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9914  -21.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9938  -20.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2741  -22.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5589  -23.4019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9875  -23.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9857  -24.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6991  -24.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2705  -24.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
 14 15  1  0
  3  4  2  0
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  4  5  1  0
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  2  3  1  0
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 22 23  1  0
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 11 12  1  0
 22 25  1  0
  1  7  1  0
 25 26  2  0
  6  1  1  0
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  4 13  1  0
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  7  8  1  0
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 10 14  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090169

   Isopropyl 4-(6-(4-(ethylsulfonyl)piperazin-1-yl)pyridin-3-yloxy)piperidine-1-carboxylate

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: 440.57

Molecular Weight (Monoisotopic): 440.2093

AlogP: 1.94

#Rotatable Bonds: 6

Polar Surface Area: 92.28

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.75

References

1. Wu Y, Kuntz JD, Carpenter AJ, Fang J, Sauls HR, Gomez DJ, Ammala C, Xu Y, Hart S, Tadepalli S..  (2010)  2,5-Disubstituted pyridines as potent GPR119 agonists.,  20  (8): [PMID:20227877] [10.1016/j.bmcl.2010.02.083]

Source

Source(1):

• Scientific Literature