2-Ethoxy-3-ethyl-6-nitro-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270187

PubChem CID: 14076330

Max Phase: Preclinical

Molecular Formula: C11H15N2O4PS

Molecular Weight: 302.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2ccc([N+](=O)[O-])cc2CN1CC

Standard InChI:  InChI=1S/C11H15N2O4PS/c1-3-12-8-9-7-10(13(14)15)5-6-11(9)17-18(12,19)16-4-2/h5-7H,3-4,8H2,1-2H3

Standard InChI Key:  HYRRFLCCBJSXBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   30.3255  -19.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3243  -20.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0324  -21.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0306  -19.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7392  -19.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7426  -20.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4550  -21.0933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1685  -20.6801    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.1651  -19.8549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.4482  -19.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3769  -21.4657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.9836  -20.6774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8716  -19.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5805  -19.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3945  -21.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6177  -19.4559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9093  -19.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6168  -18.6389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2117  -21.3812    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
  8 12  1  0
  9 13  1  0
 13 14  1  0
 12 15  1  0
  1 16  1  0
 16 17  2  0
 16 18  1  0
 15 19  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270187

   2-ethoxy-3-ethyl-6-nitro-2-sulfanylidene-4H-1,3,2lambda5-benzoxazaphosphinine

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: 302.29

Molecular Weight (Monoisotopic): 302.0490

AlogP: 3.07

#Rotatable Bonds: 4

Polar Surface Area: 64.84

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.48

Np Likeness Score: -0.96

References

1. Yoshikawa H, Ueno R.  (1992)  Synthesis and Insecticidal Activity of 2-Alkoxy-4H-l,3,2-benzoxazaphosphorin-2-thiones,  56  (9): [10.1271/bbb.56.1467]

Source

Source(1):

• Scientific Literature