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

ID: ALA2289255

PubChem CID: 76309352

Max Phase: Preclinical

Molecular Formula: C9H11FNO2PS

Molecular Weight: 247.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2cccc(F)c2)O1

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

Standard InChI Key:  WWTQWGREGPFUKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   17.3467  -26.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1680  -26.1048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224  -25.3239    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.7553  -24.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0924  -25.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0018  -24.7386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1297  -25.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1304  -26.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3173  -25.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1480  -24.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3715  -24.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7636  -24.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9374  -25.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7137  -25.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2015  -23.2225    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
 11 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289255

   5-(3-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: -0.64

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