2-((2,4-Dichlorophenoxy)methyl)-6,7-dimethoxy-4H-3,1-benzoxazin-4-one

ID: ALA2272474

PubChem CID: 76308881

Max Phase: Preclinical

Molecular Formula: C17H13Cl2NO5

Molecular Weight: 382.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(COc3ccc(Cl)cc3Cl)oc(=O)c2cc1OC

Standard InChI:  InChI=1S/C17H13Cl2NO5/c1-22-14-6-10-12(7-15(14)23-2)20-16(25-17(10)21)8-24-13-4-3-9(18)5-11(13)19/h3-7H,8H2,1-2H3

Standard InChI Key:  BKZXWAWOEOHXIV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    6.3838   -5.5782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7924   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3838   -4.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5666   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408   -6.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580   -6.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580   -3.4550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6096   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0182   -4.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8354   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2440   -3.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0612   -3.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4697   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0612   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2440   -4.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2869   -4.1641    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8351   -2.7475    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1150   -5.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -6.9948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7055   -6.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147   -6.9945    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  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
 15 21  1  0
  8 22  1  0
  9 23  1  0
 22 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272474

   2-[(2,4-Dichlorophenoxy)methyl]-6,7-dimethoxy-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: 382.20

Molecular Weight (Monoisotopic): 381.0171

AlogP: 4.09

#Rotatable Bonds: 5

Polar Surface Area: 70.79

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.96

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