5-(4-Ethyl-phenyl)-2-methoxy-[1,3,2]oxazaphospholidine 2-sulfide

ID: ALA2289272

PubChem CID: 76331160

Max Phase: Preclinical

Molecular Formula: C11H16NO2PS

Molecular Weight: 257.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(C2CNP(=S)(OC)O2)cc1

Standard InChI:  InChI=1S/C11H16NO2PS/c1-3-9-4-6-10(7-5-9)11-8-12-15(16,13-2)14-11/h4-7,11H,3,8H2,1-2H3,(H,12,16)

Standard InChI Key:  PXCYWBXHQDTZJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   10.7803  -10.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6016  -10.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8560   -9.8344    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.1889   -9.3523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5260   -9.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4353   -9.2491    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5633  -10.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5639  -11.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7509   -9.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5816   -8.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8051   -8.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1971   -9.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3710   -9.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1473  -10.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4195   -8.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2480   -8.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  2  0
  3  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  5  9  1  0
 12 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289272

   5-(4-Ethylphenyl)-2-methoxy-2-sulfanylidene-1,3,2lambda5-oxazaphospholidine

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: 257.30

Molecular Weight (Monoisotopic): 257.0639

AlogP: 2.78

#Rotatable Bonds: 3

Polar Surface Area: 30.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.93

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.84

Np Likeness Score: -0.08

References

1. HIRASHIMA A, YOSHII Y, KUMAMOTO K, OYAMA K, ETO M.  (1990)  Structure-Activity Studies of Insecticidal 2-Methoxy-1, 3, 2-oxazaphospholidine 2-Sulfides against Musca domestica and Tribolium castaneum,  15  (4): [10.1584/jpestics.15.539]

Source

Source(1):

• Scientific Literature