5-Chloro-2-((4-fluorophenoxy)methyl)-4H-3,1-benzoxazin-4-one

ID: ALA2272476

PubChem CID: 76330689

Max Phase: Preclinical

Molecular Formula: C15H9ClFNO3

Molecular Weight: 305.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc(COc2ccc(F)cc2)nc2cccc(Cl)c12

Standard InChI:  InChI=1S/C15H9ClFNO3/c16-11-2-1-3-12-14(11)15(19)21-13(18-12)8-20-10-6-4-9(17)5-7-10/h1-7H,8H2

Standard InChI Key:  BMBFJPQKCVHKFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.2187  -12.2478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6273  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187  -10.8337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015  -10.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015  -12.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1757  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7671  -12.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1757  -12.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929  -12.9569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9929  -10.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4445  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8531  -10.8337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6703  -10.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0789  -10.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8961  -10.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3047  -10.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8961  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0789  -11.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677  -10.8348    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1218  -10.8337    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  6 10  2  0
  5  7  2  0
  4 11  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 13 14  1  0
 12 13  1  0
  2 12  1  0
  7 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272476

   5-Chloro-2-[(4-fluorophenoxy)methyl]-3,1-benzoxazin-4-one

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: 305.69

Molecular Weight (Monoisotopic): 305.0255

AlogP: 3.56

#Rotatable Bonds: 3

Polar Surface Area: 52.33

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.44

References

1. Aibibuli Z, Wang Y, Tu H, Huang X, Zhang A..  (2012)  Facile synthesis and herbicidal evaluation of 4H-3,1-benzoxazin-4-ones and 3H-quinazolin-4-ones with 2-phenoxymethyl substituents.,  17  (3): [PMID:22418925] [10.3390/molecules17033181]

Source

Source(1):

• Scientific Literature