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

ID: ALA2289256

PubChem CID: 76327487

Max Phase: Preclinical

Molecular Formula: C9H11FNO2PS

Molecular Weight: 247.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2ccc(F)cc2)O1

Standard InChI:  InChI=1S/C9H11FNO2PS/c1-12-14(15)11-6-9(13-14)7-2-4-8(10)5-3-7/h2-5,9H,6H2,1H3,(H,11,15)

Standard InChI Key:  DZEILHSGEDSIPT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   23.6944  -25.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5157  -25.6054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7701  -24.8245    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.1030  -24.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4401  -24.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3494  -24.2392    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.4774  -25.2339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4780  -26.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6650  -24.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4957  -23.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7192  -23.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1112  -24.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2851  -24.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0614  -25.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3336  -23.8188    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA2289256

   5-(4-Fluorophenyl)-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: 247.23

Molecular Weight (Monoisotopic): 247.0232

AlogP: 2.36

#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: 2.03

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.81

Np Likeness Score: -0.39

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