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

ID: ALA2270172

PubChem CID: 14076353

Max Phase: Preclinical

Molecular Formula: C13H19ClNO2PS

Molecular Weight: 319.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2ccc(Cl)cc2CN1CC(C)C

Standard InChI:  InChI=1S/C13H19ClNO2PS/c1-4-16-18(19)15(8-10(2)3)9-11-7-12(14)5-6-13(11)17-18/h5-7,10H,4,8-9H2,1-3H3

Standard InChI Key:  LWLLORBTRQECOK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    7.4028   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4017   -3.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1097   -3.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1079   -2.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8166   -2.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8200   -3.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5323   -3.9736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2459   -3.5603    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.2425   -2.7351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5255   -2.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4543   -4.3460    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0610   -3.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9489   -2.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6579   -2.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4719   -4.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2890   -4.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6950   -2.3361    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.3644   -2.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6604   -3.5479    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
 15 16  1  0
  1 17  1  0
 14 18  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270172

   6-chloro-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: 319.79

Molecular Weight (Monoisotopic): 319.0563

AlogP: 4.45

#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: 4.11

CX LogD: 4.11

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -0.72

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