2-Fluoroethyl 4-(3-(2,6-Difluorobenzoyl)ureido)-benzenesulfonate

ID: ALA2288956

PubChem CID: 71541105

Max Phase: Preclinical

Molecular Formula: C16H13F3N2O5S

Molecular Weight: 402.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(S(=O)(=O)OCCF)cc1

Standard InChI:  InChI=1S/C16H13F3N2O5S/c17-8-9-26-27(24,25)11-6-4-10(5-7-11)20-16(23)21-15(22)14-12(18)2-1-3-13(14)19/h1-7H,8-9H2,(H2,20,21,22,23)

Standard InChI Key:  QKSJGDMIHASZKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   37.6816  -13.6900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6857  -14.5072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.3914  -14.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7478  -13.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5632  -13.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9701  -13.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5627  -12.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7442  -12.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3410  -13.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9702  -11.6768    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.9712  -14.5038    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.7873  -13.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1957  -13.7993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1961  -12.3839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0129  -13.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4214  -14.5073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4217  -13.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2385  -14.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6447  -15.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4612  -15.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8708  -14.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4579  -13.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6429  -13.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0973  -15.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9145  -15.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3185  -15.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1357  -15.9273    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
  5 11  1  0
  6 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21  2  1  0
  2 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288956

   2-Fluoroethyl 4-[(2,6-difluorobenzoyl)carbamoylamino]benzenesulfonate

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: 402.35

Molecular Weight (Monoisotopic): 402.0497

AlogP: 2.60

#Rotatable Bonds: 6

Polar Surface Area: 101.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.04

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: 2.76

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -1.59

References

1. Sun R, Wang Z, Li Y, Xiong L, Liu Y, Wang Q..  (2013)  Design, synthesis, and insecticidal evaluation of new benzoylureas containing amide and sulfonate groups based on the sulfonylurea receptor protein binding site for diflubenzuron and glibenclamide.,  61  (3): [PMID:23305601] [10.1021/jf304468b]

Source

Source(1):

• Scientific Literature