4-hydroxy-2,7-dimethoxy-2H-benzo[b][1,4]oxazin-3(4H)-one

ID: ALA2269103

Cas Number: 55544-90-6

PubChem CID: 150657

Max Phase: Preclinical

Molecular Formula: C10H11NO5

Molecular Weight: 225.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)OC(OC)C(=O)N2O

Standard InChI:  InChI=1S/C10H11NO5/c1-14-6-3-4-7-8(5-6)16-10(15-2)9(12)11(7)13/h3-5,10,13H,1-2H3

Standard InChI Key:  HMQVOOIFIRGOFZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   19.5543   -2.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5532   -3.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2676   -4.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2658   -2.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9808   -2.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9796   -3.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6961   -4.1799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4183   -3.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4195   -2.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6985   -2.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1313   -4.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1346   -2.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6938   -5.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8401   -2.5237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8399   -1.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1366   -1.6992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
  9 12  1  0
  7 13  1  0
  1 14  1  0
 14 15  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269103

   4-Hydroxy-2,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-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: 225.20

Molecular Weight (Monoisotopic): 225.0637

AlogP: 0.78

#Rotatable Bonds: 2

Polar Surface Area: 68.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.85

CX Basic pKa: ┄

CX LogP: 0.59

CX LogD: 0.46

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.75

Np Likeness Score: 0.87

References

1. Bravo HR, Copaja SV, Argandoña VH..  (2004)  Chemical basis for the antifeedant activity of natural hydroxamic acids and related compounds.,  52  (9): [PMID:15113164] [10.1021/jf030766t]

Source

Source(1):

• Scientific Literature