N'-(2,6-Difluorobenzoyl)-N-(morpholinothio)-N-(4-(trifluoromethoxy)phenyl)urea

ID: ALA2229553

PubChem CID: 42630877

Max Phase: Preclinical

Molecular Formula: C19H16F5N3O4S

Molecular Weight: 477.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=O)N(SN1CCOCC1)c1ccc(OC(F)(F)F)cc1)c1c(F)cccc1F

Standard InChI:  InChI=1S/C19H16F5N3O4S/c20-14-2-1-3-15(21)16(14)17(28)25-18(29)27(32-26-8-10-30-11-9-26)12-4-6-13(7-5-12)31-19(22,23)24/h1-7H,8-11H2,(H,25,28,29)

Standard InChI Key:  NHIUFYVZXJUKNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    6.1772  -10.9426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647  -11.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1772  -12.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397  -11.6571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647  -10.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397  -10.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272   -9.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397   -8.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7647   -8.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1772   -9.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272   -8.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397   -7.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3522   -6.6558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651   -7.4501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3916   -6.6251    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0022  -10.9426    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397   -8.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6522   -9.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2397  -10.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4147  -10.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0022   -9.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4147   -8.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5272  -12.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022  -12.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897  -13.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647  -13.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522  -12.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4647  -11.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897  -11.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9397  -13.0861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022  -10.9426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022  -13.8005    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  5 10  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  8 11  1  0
  1  5  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 22  1  0
 16 20  1  0
  1 16  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 24 29  2  0
 23 30  2  0
 29 31  1  0
 25 32  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229553

   2,6-difluoro-N-[morpholin-4-ylsulfanyl-[4-(trifluoromethoxy)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: 477.41

Molecular Weight (Monoisotopic): 477.0782

AlogP: 4.12

#Rotatable Bonds: 5

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: 0.54

CX LogP: 4.32

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.29

References

1. Sun R, Zhang Y, Chen L, Li Y, Li Q, Song H, Huang R, Bi F, Wang Q..  (2009)  Design, synthesis, and insecticidal activities of new N-benzoyl-N'-phenyl-N'-sulfenylureas.,  57  (9): [PMID:19326865] [10.1021/jf900324a]

Source

Source(1):

• Scientific Literature