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

ID: ALA2270189

PubChem CID: 14076337

Max Phase: Preclinical

Molecular Formula: C12H17N2O4PS

Molecular Weight: 316.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2ccc([N+](=O)[O-])cc2CN1C(C)C

Standard InChI:  InChI=1S/C12H17N2O4PS/c1-4-17-19(20)13(9(2)3)8-10-7-11(14(15)16)5-6-12(10)18-19/h5-7,9H,4,8H2,1-3H3

Standard InChI Key:  XPKZTHZZLXHOBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    9.4169  -24.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4158  -25.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1238  -25.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1220  -24.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8306  -24.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8340  -25.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5464  -25.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2600  -25.2902    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.2566  -24.4650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5396  -24.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4684  -26.0758    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0751  -25.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9630  -24.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6720  -24.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4859  -25.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7091  -24.0660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0008  -24.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7082  -23.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3031  -25.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9605  -23.2370    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
 13 20  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270189

   2-ethoxy-6-nitro-3-propan-2-yl-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: 316.32

Molecular Weight (Monoisotopic): 316.0647

AlogP: 3.46

#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: 2.98

CX LogD: 2.98

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.48

Np Likeness Score: -1.00

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