2-Fluoro-N-(4-(N-phenylsulfamoyl)phenyl)-4-(trifluoromethyl)benzamide

ID: ALA4878026

PubChem CID: 164625814

Max Phase: Preclinical

Molecular Formula: C20H14F4N2O3S

Molecular Weight: 438.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(S(=O)(=O)Nc2ccccc2)cc1)c1ccc(C(F)(F)F)cc1F

Standard InChI:  InChI=1S/C20H14F4N2O3S/c21-18-12-13(20(22,23)24)6-11-17(18)19(27)25-14-7-9-16(10-8-14)30(28,29)26-15-4-2-1-3-5-15/h1-12,26H,(H,25,27)

Standard InChI Key:  WQEULRZTDZOICN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.5594   -8.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1504   -9.5850    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5067   -5.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9194   -6.0216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3279   -5.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3901   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6810   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9719   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -8.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3901   -6.4300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0951   -7.6558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5133   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2182   -7.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2182   -6.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5133   -6.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8042   -6.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6270   -6.4383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6190   -7.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3240   -7.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3180   -8.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6069   -8.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9019   -8.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9079   -7.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9709   -6.4300    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8511   -8.4783    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 19 20  2  0
 20 21  1  0
 16 21  2  0
  5 22  1  0
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 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 22 23  1  0
 19  5  1  0
 15 16  1  0
  9 29  1  0
 11  2  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878026

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 438.40

Molecular Weight (Monoisotopic): 438.0661

AlogP: 4.90

#Rotatable Bonds: 5

Polar Surface Area: 75.27

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.93

References

1. Pillaiyar T, Rosato F, Wozniak M, Blavier J, Charles M, Laschet C, Kronenberger T, Müller CE, Hanson J..  (2021)  Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27.,  225  [PMID:34454125] [10.1016/j.ejmech.2021.113777]

Source

Source(1):

• Scientific Literature