2-Methoxy-5-naphthalen-1-yl-[1,3,2]oxazaphospholidine 2-sulfide

ID: ALA2289282

PubChem CID: 76309356

Max Phase: Preclinical

Molecular Formula: C13H14NO2PS

Molecular Weight: 279.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2cccc3ccccc23)O1

Standard InChI:  InChI=1S/C13H14NO2PS/c1-15-17(18)14-9-13(16-17)12-8-4-6-10-5-2-3-7-11(10)12/h2-8,13H,9H2,1H3,(H,14,18)

Standard InChI Key:  MSDLDOIICZDNSI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   18.8944   -7.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7157   -7.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9742   -6.9206    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.3071   -6.4343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6443   -6.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5495   -6.3312    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6815   -7.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6822   -8.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8650   -6.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6959   -5.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9152   -5.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3031   -6.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2572   -7.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4811   -6.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8799   -7.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0495   -8.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8298   -8.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4318   -8.0101    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 14  1  0
 13  9  1  0
  5  9  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289282

   2-Methoxy-5-naphthalen-1-yl-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: 279.30

Molecular Weight (Monoisotopic): 279.0483

AlogP: 3.37

#Rotatable Bonds: 2

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: 10.94

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -0.09

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