ethyl 2-(3-oxo-6-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)acetate

ID: ALA4556340

PubChem CID: 155557346

Max Phase: Preclinical

Molecular Formula: C18H17NO4

Molecular Weight: 311.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC1Oc2ccc(-c3ccccc3)cc2NC1=O

Standard InChI:  InChI=1S/C18H17NO4/c1-2-22-17(20)11-16-18(21)19-14-10-13(8-9-15(14)23-16)12-6-4-3-5-7-12/h3-10,16H,2,11H2,1H3,(H,19,21)

Standard InChI Key:  LUSHNZFQBKDHIC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   22.8056  -14.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8045  -15.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5125  -15.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5108  -14.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2194  -14.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2182  -15.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9244  -15.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6363  -15.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6375  -14.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9267  -14.3272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3429  -15.9720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3461  -14.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0529  -14.7442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7616  -14.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0509  -15.5614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4683  -14.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1770  -14.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0984  -15.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3907  -15.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6832  -15.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6821  -16.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3944  -17.1938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0991  -16.7841    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
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  2 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556340

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 311.34

Molecular Weight (Monoisotopic): 311.1158

AlogP: 3.01

#Rotatable Bonds: 4

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.45

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -0.34

References

1. de Bruijn WJC, Hageman JA, Araya-Cloutier C, Gruppen H, Vincken JP..  (2018)  QSAR of 1,4-benzoxazin-3-one antimicrobials and their drug design perspectives.,  26  (23-24): [PMID:30471830] [10.1016/j.bmc.2018.11.016]

Source

Source(1):

• Scientific Literature