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

ID: ALA2272479

PubChem CID: 76323451

Max Phase: Preclinical

Molecular Formula: C17H14FNO5

Molecular Weight: 331.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2nc(COc3ccc(F)cc3)oc(=O)c2cc1OC

Standard InChI:  InChI=1S/C17H14FNO5/c1-21-14-7-12-13(8-15(14)22-2)19-16(24-17(12)20)9-23-11-5-3-10(18)4-6-11/h3-8H,9H2,1-2H3

Standard InChI Key:  KQKSSEQCCKVXBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.1886  -23.1230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1886  -21.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3714  -21.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9628  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3714  -23.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1456  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7370  -23.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1456  -23.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9628  -23.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9628  -20.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4144  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8230  -21.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6402  -21.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0488  -20.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8660  -20.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2746  -21.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8660  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0488  -22.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0917  -21.7090    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9198  -23.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367  -24.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103  -23.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195  -24.5393    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
  8 21  1  0
  9 22  1  0
 21 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272479

   2-[(4-Fluorophenoxy)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: 331.30

Molecular Weight (Monoisotopic): 331.0856

AlogP: 2.92

#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: 2.85

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.93

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