6,7-Dibromo-2-ethoxy-3-isopropyl-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270185

PubChem CID: 76330516

Max Phase: Preclinical

Molecular Formula: C12H16Br2NO2PS

Molecular Weight: 429.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2cc(Br)c(Br)cc2CN1C(C)C

Standard InChI:  InChI=1S/C12H16Br2NO2PS/c1-4-16-18(19)15(8(2)3)7-9-5-10(13)11(14)6-12(9)17-18/h5-6,8H,4,7H2,1-3H3

Standard InChI Key:  QLIJEEWKUDULFK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   15.2322  -19.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2310  -20.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9391  -20.7874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9373  -19.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6459  -19.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6493  -20.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3617  -20.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0752  -20.3746    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.0719  -19.5494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3549  -19.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2836  -21.1603    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.8903  -20.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7783  -19.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4873  -19.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3012  -21.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1184  -21.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5244  -19.1505    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.7758  -18.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5230  -20.7865    0.0000 Br  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
 15 16  1  0
  1 17  1  0
 13 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270185

   6,7-dibromo-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: 429.11

Molecular Weight (Monoisotopic): 426.9006

AlogP: 5.08

#Rotatable Bonds: 3

Polar Surface Area: 21.70

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.63

Np Likeness Score: -0.39

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