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

ID: ALA2270174

PubChem CID: 76330515

Max Phase: Preclinical

Molecular Formula: C13H18Cl2NO2PS

Molecular Weight: 354.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2cc(Cl)c(Cl)cc2CN1CC(C)C

Standard InChI:  InChI=1S/C13H18Cl2NO2PS/c1-4-17-19(20)16(7-9(2)3)8-10-5-11(14)12(15)6-13(10)18-19/h5-6,9H,4,7-8H2,1-3H3

Standard InChI Key:  FBKJCXVDWIJXQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   16.4126   -2.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4114   -3.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1195   -3.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1177   -2.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8263   -2.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8297   -3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5421   -3.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2556   -3.5727    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.2522   -2.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5353   -2.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4640   -4.3584    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.0707   -3.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9587   -2.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6677   -2.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4816   -4.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2988   -4.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7048   -2.3485    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.3741   -2.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6702   -3.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7034   -3.9845    0.0000 Cl  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
 14 18  1  0
 14 19  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270174

   6,7-dichloro-2-ethoxy-3-(2-methylpropyl)-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: 354.24

Molecular Weight (Monoisotopic): 353.0173

AlogP: 5.10

#Rotatable Bonds: 4

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: 4.72

CX LogD: 4.72

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.70

Np Likeness Score: -0.62

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