N-(3-(4,4-dimethylpiperidin-1-ylsulfonyl)phenyl)furan-2-carboxamide

ID: ALA4081696

PubChem CID: 86289019

Max Phase: Preclinical

Molecular Formula: C18H22N2O4S

Molecular Weight: 362.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCN(S(=O)(=O)c2cccc(NC(=O)c3ccco3)c2)CC1

Standard InChI:  InChI=1S/C18H22N2O4S/c1-18(2)8-10-20(11-9-18)25(22,23)15-6-3-5-14(13-15)19-17(21)16-7-4-12-24-16/h3-7,12-13H,8-11H2,1-2H3,(H,19,21)

Standard InChI Key:  OKCGIZHMYQENHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.5932   -9.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0077   -8.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1866   -8.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5987   -7.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5798   -6.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1657   -7.3492    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4485   -7.7638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7325   -7.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3200   -8.5938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8827   -8.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8838   -7.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0175   -7.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7472   -6.6295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3171   -7.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6005   -9.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7311   -9.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4525   -8.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0263   -7.3468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7385   -7.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4477   -7.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7416   -8.5751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1959   -7.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7427   -7.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3297   -6.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5277   -6.5225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2 16  1  0
  7  8  1  0
  6 13  2  0
 15  9  2  0
  6  7  1  0
  4 11  1  0
  7 17  1  0
 11  6  1  0
 11 10  2  0
 10 15  1  0
  9 14  1  0
 16 17  1  0
  8 12  1  0
  5  6  2  0
 12  2  1  0
 14  4  2  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081696

   N-[3-(4,4-dimethylpiperidin-1-yl)sulfonylphenyl]furan-2-carboxamide

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: 362.45

Molecular Weight (Monoisotopic): 362.1300

AlogP: 3.34

#Rotatable Bonds: 4

Polar Surface Area: 79.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -1.87

References

1. Hackler A, Patrick SL, Kahney EW, Flaherty DP, Sharlow ER, Morris JC, Golden JE..  (2017)  Antiparasitic lethality of sulfonamidebenzamides in kinetoplastids.,  27  (4): [PMID:28119024] [10.1016/j.bmcl.2017.01.043]

Source

Source(1):

• Scientific Literature