2-(2,6-difluoro-4-(2-(phenylsulfonamido)ethylthio)phenoxy)acetamide

ID: ALA1097940

Cas Number: 141286-78-4

PubChem CID: 6603828

Product Number: P335717, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H16F2N2O4S2

Molecular Weight: 402.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)COc1c(F)cc(SCCNS(=O)(=O)c2ccccc2)cc1F

Standard InChI:  InChI=1S/C16H16F2N2O4S2/c17-13-8-11(9-14(18)16(13)24-10-15(19)21)25-7-6-20-26(22,23)12-4-2-1-3-5-12/h1-5,8-9,20H,6-7,10H2,(H2,19,21)

Standard InChI Key:  GTACSIONMHMRPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -0.6727    4.8982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    4.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562    4.8982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    3.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562    3.2482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562    2.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4707    2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852    2.4232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4707    1.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562    0.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7562   -0.0518    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -0.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -1.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -1.7018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -2.5268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977   -2.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -2.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -3.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872   -3.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3872   -4.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727   -5.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -4.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -3.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    1.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727    2.4232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  0
  6  7  2  0
  6 25  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 10 24  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16 15  2  0
 17 15  2  0
 18 15  1  0
 18 23  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 24 25  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097940

   PEPA

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: 402.44

Molecular Weight (Monoisotopic): 402.0520

AlogP: 1.90

#Rotatable Bonds: 9

Polar Surface Area: 98.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.18

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: -1.82

References

1. Fleming JJ, England PM..  (2010)  Developing a complete pharmacology for AMPA receptors: a perspective on subtype-selective ligands.,  18  (4): [PMID:20096591] [10.1016/j.bmc.2009.12.072]

2. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays