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

ID: ALA2270179

PubChem CID: 14076377

Max Phase: Preclinical

Molecular Formula: C11H13BrNO2PS

Molecular Weight: 334.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C11H13BrNO2PS/c1-3-6-13-8-9-7-10(12)4-5-11(9)15-16(13,17)14-2/h3-5,7H,1,6,8H2,2H3

Standard InChI Key:  CJWCFQHYKNANQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   15.2900   -4.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2888   -5.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9969   -5.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9951   -4.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7037   -4.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7071   -5.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4195   -5.9835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1330   -5.5703    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.1296   -4.7451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4127   -4.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3414   -6.3559    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.9481   -5.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8361   -4.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5450   -4.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3590   -6.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5822   -4.3461    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.2515   -4.3299    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
M  END

Alternative Forms

1. Parent:

   

   ALA2270179

   6-bromo-2-methoxy-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: 334.18

Molecular Weight (Monoisotopic): 332.9588

AlogP: 3.70

#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: 3.41

CX LogD: 3.41

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -0.47

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