N-((4'-bromobiphenyl-4-yl)(methyl)carbamoyl)-2,6-difluorobenzamide

ID: ALA2287667

PubChem CID: 15622587

Max Phase: Preclinical

Molecular Formula: C21H15BrF2N2O2

Molecular Weight: 445.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)NC(=O)c1c(F)cccc1F)c1ccc(-c2ccc(Br)cc2)cc1

Standard InChI:  InChI=1S/C21H15BrF2N2O2/c1-26(21(28)25-20(27)19-17(23)3-2-4-18(19)24)16-11-7-14(8-12-16)13-5-9-15(22)10-6-13/h2-12H,1H3,(H,25,27,28)

Standard InChI Key:  DJHLZEJGIJJKQF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   28.3667  -24.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9539  -25.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3568  -25.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1724  -25.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5833  -25.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1781  -24.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4005  -25.0602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8079  -25.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6250  -25.7701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3980  -26.4756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0324  -26.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8496  -26.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6225  -27.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2523  -27.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0687  -27.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4794  -26.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0677  -25.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2526  -25.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8414  -25.0669    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.8407  -27.8938    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8104  -24.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1390  -25.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7355  -24.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9191  -24.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5052  -25.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9137  -25.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7288  -25.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6880  -25.0346    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 18 19  1  0
 14 20  1  0
  7 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  2 22  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287667

   N-[[4-(4-bromophenyl)phenyl]-methylcarbamoyl]-2,6-difluorobenzamide

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: 445.26

Molecular Weight (Monoisotopic): 444.0285

AlogP: 5.38

#Rotatable Bonds: 3

Polar Surface Area: 49.41

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.92

CX Basic pKa: ┄

CX LogP: 5.29

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.36

References

1. KOYANAGI T, MORITA M, FUJII Y.  (1998)  Synthesis and Insecticidal Activity of Alkylated N-Benzoyl-N-Phenylureas and Their Toxicity to Aquatic Invertebrate,  23  (3): [10.1584/jpestics.23.250]

Source

Source(1):

• Scientific Literature