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

ID: ALA4559592

PubChem CID: 155557942

Max Phase: Preclinical

Molecular Formula: C14H17NO6S

Molecular Weight: 327.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC1Oc2ccc(S(=O)(=O)CC)cc2NC1=O

Standard InChI:  InChI=1S/C14H17NO6S/c1-3-20-13(16)8-12-14(17)15-10-7-9(22(18,19)4-2)5-6-11(10)21-12/h5-7,12H,3-4,8H2,1-2H3,(H,15,17)

Standard InChI Key:  OLJBIENOISCYCX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   22.1921   -4.0901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7876   -3.3843    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.3787   -4.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5002   -2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4991   -2.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2071   -3.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2053   -1.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9140   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9128   -2.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6190   -3.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3309   -2.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3320   -2.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6213   -1.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0374   -3.3881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0407   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7475   -2.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4561   -1.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7455   -2.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1629   -2.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8716   -1.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0837   -2.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3756   -3.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
  5  2  1  0
  2 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559592

   ---

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: 327.36

Molecular Weight (Monoisotopic): 327.0777

AlogP: 1.13

#Rotatable Bonds: 5

Polar Surface Area: 98.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: ┄

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -1.02

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