5-Diethoxymethyl-2-methoxy-5-phenyl-[1,3,2]oxazaphospholidine 2-sulfide

ID: ALA2289277

PubChem CID: 76323935

Max Phase: Preclinical

Molecular Formula: C14H22NO4PS

Molecular Weight: 331.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(OCC)C1(c2ccccc2)CNP(=S)(OC)O1

Standard InChI:  InChI=1S/C14H22NO4PS/c1-4-17-13(18-5-2)14(12-9-7-6-8-10-12)11-15-20(21,16-3)19-14/h6-10,13H,4-5,11H2,1-3H3,(H,15,21)

Standard InChI Key:  NSUNHBPWCYQALW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   24.0163   -2.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8376   -2.9510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0920   -2.1702    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.4249   -1.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7620   -2.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6714   -1.5807    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.7993   -2.5754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8000   -3.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9828   -1.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8136   -1.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0330   -0.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4209   -1.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5987   -2.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3791   -2.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3477   -2.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5265   -2.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7497   -3.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1071   -3.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2859   -3.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3345   -4.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7365   -5.0118    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
  5 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289277

   5-(Diethoxymethyl)-2-methoxy-5-phenyl-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: 331.37

Molecular Weight (Monoisotopic): 331.1007

AlogP: 2.77

#Rotatable Bonds: 7

Polar Surface Area: 48.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.77

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: 0.07

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