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

ID: ALA2268525

PubChem CID: 76327015

Max Phase: Preclinical

Molecular Formula: C15H9ClFNO3

Molecular Weight: 305.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc(COc2ccc(F)cc2)nc2ccc(Cl)cc12

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

Standard InChI Key:  PIBAOHBATYFLGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   17.4241  -12.7761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8327  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4241  -11.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6069  -11.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1983  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6069  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3811  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9726  -12.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3811  -13.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1983  -13.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1983  -10.6529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6499  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0585  -11.3620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8757  -11.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2843  -10.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1015  -10.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5101  -11.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1015  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2843  -12.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3273  -11.3620    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.1554  -12.7750    0.0000 Cl  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
 17 20  1  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2268525

   6-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: -1.52

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