6-Bromo-2-ethoxy-3-isopropyl-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270178

PubChem CID: 14076371

Max Phase: Preclinical

Molecular Formula: C12H17BrNO2PS

Molecular Weight: 350.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2ccc(Br)cc2CN1C(C)C

Standard InChI:  InChI=1S/C12H17BrNO2PS/c1-4-15-17(18)14(9(2)3)8-10-7-11(13)5-6-12(10)16-17/h5-7,9H,4,8H2,1-3H3

Standard InChI Key:  XZGIXWREBBDDNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   14.0848   -6.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0837   -7.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7917   -7.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7899   -6.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4985   -6.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5019   -7.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2143   -7.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9279   -7.4275    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.9245   -6.6023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2075   -6.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1363   -8.2132    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7430   -7.4249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6309   -6.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3399   -6.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1538   -8.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3770   -6.2034    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.6284   -5.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9710   -8.1286    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
 13 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270178

   6-bromo-2-ethoxy-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: 350.22

Molecular Weight (Monoisotopic): 348.9901

AlogP: 4.31

#Rotatable Bonds: 3

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: 3.81

CX LogD: 3.81

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.60

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