2-Methoxy-5-phenethyl-[1,3,2]oxazaphospholidine 2-sulfide

ID: ALA2289280

PubChem CID: 76327490

Max Phase: Preclinical

Molecular Formula: C11H16NO2PS

Molecular Weight: 257.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(CCc2ccccc2)O1

Standard InChI:  InChI=1S/C11H16NO2PS/c1-13-15(16)12-9-11(14-15)8-7-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3,(H,12,16)

Standard InChI Key:  GTTDWCVFUCAOOR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    5.1012   -7.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225   -7.4414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1769   -6.6606    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139   -6.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8511   -6.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7563   -6.0712    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8842   -7.0658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8849   -7.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0696   -6.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4585   -6.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6770   -6.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5119   -5.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7313   -5.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1192   -6.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2929   -7.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0733   -7.2490    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
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289280

   2-Methoxy-5-(2-phenylethyl)-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: 2.48

#Rotatable Bonds: 4

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: 11.02

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.84

Np Likeness Score: 0.22

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