2,6-Difluoro-N-(4-(morpholine-4-carbonyl)-phenylcarbamoyl)benzamide

ID: ALA2289189

PubChem CID: 71541108

Max Phase: Preclinical

Molecular Formula: C19H17F2N3O4

Molecular Weight: 389.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)c1c(F)cccc1F)Nc1ccc(C(=O)N2CCOCC2)cc1

Standard InChI:  InChI=1S/C19H17F2N3O4/c20-14-2-1-3-15(21)16(14)17(25)23-19(27)22-13-6-4-12(5-7-13)18(26)24-8-10-28-11-9-24/h1-7H,8-11H2,(H2,22,23,25,27)

Standard InChI Key:  QVCIIFQDETZSPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7518   -8.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1587   -7.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7513   -7.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9328   -7.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5296   -7.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1588   -6.5137    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1598   -9.3406    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9759   -7.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3843   -8.6361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3847   -7.2207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2015   -8.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6099   -9.3441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6103   -7.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4271   -9.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8333  -10.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6498  -10.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -9.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6465   -8.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8315   -8.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8765   -9.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2859  -10.0531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2844   -8.6377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8749  -10.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2808  -11.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0983  -11.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5083  -10.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1008  -10.0455    0.0000 C   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
  4  7  1  0
  2  8  1  0
  3  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 22 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289189

   2,6-difluoro-N-[[4-(morpholine-4-carbonyl)phenyl]carbamoyl]benzamide

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: 389.36

Molecular Weight (Monoisotopic): 389.1187

AlogP: 2.40

#Rotatable Bonds: 3

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -1.99

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