3-Ethyl-6-nitro-2-propoxy-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270188

PubChem CID: 14076331

Max Phase: Preclinical

Molecular Formula: C12H17N2O4PS

Molecular Weight: 316.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOP1(=S)Oc2ccc([N+](=O)[O-])cc2CN1CC

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

Standard InChI Key:  AERMEOPLBYUJQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    1.3028  -23.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3016  -24.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097  -25.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0079  -23.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7165  -23.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7199  -24.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323  -25.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1458  -24.7619    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425  -23.9367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4255  -23.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542  -25.5475    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609  -24.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489  -23.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5579  -23.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3718  -25.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5950  -23.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1178  -23.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5941  -22.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1890  -25.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5999  -26.1694    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
 19 20  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2270188

   3-ethyl-6-nitro-2-propoxy-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: 5

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: 3.08

CX LogD: 3.08

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: -0.94

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