3-Allyl-6-bromo-2-ethoxy-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270180

PubChem CID: 14076378

Max Phase: Preclinical

Molecular Formula: C12H15BrNO2PS

Molecular Weight: 348.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1Cc2cc(Br)ccc2OP1(=S)OCC

Standard InChI:  InChI=1S/C12H15BrNO2PS/c1-3-7-14-9-10-8-11(13)5-6-12(10)16-17(14,18)15-4-2/h3,5-6,8H,1,4,7,9H2,2H3

Standard InChI Key:  SQIDRFRIYRTBDF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.1183  -10.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1172  -11.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8252  -12.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8234  -10.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5321  -10.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5354  -11.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2478  -12.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9614  -11.6910    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.9580  -10.8658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2410  -10.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1698  -12.4766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.7765  -11.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6644  -10.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3734  -10.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1874  -12.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4105  -10.4668    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   22.0798  -10.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0045  -12.3920    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
 14 17  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270180

   6-bromo-2-ethoxy-3-prop-2-enyl-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: 348.20

Molecular Weight (Monoisotopic): 346.9744

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 21.70

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.60

Np Likeness Score: -0.51

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