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

ID: ALA2289276

PubChem CID: 76316580

Max Phase: Preclinical

Molecular Formula: C12H18NO2PS

Molecular Weight: 271.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2ccccc2)(C(C)C)O1

Standard InChI:  InChI=1S/C12H18NO2PS/c1-10(2)12(11-7-5-4-6-8-11)9-13-16(17,14-3)15-12/h4-8,10H,9H2,1-3H3,(H,13,17)

Standard InChI Key:  IYNJNVYRMMQXNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   16.2324   -3.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0537   -3.2812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3080   -2.5003    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.6451   -2.0141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9822   -2.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8874   -1.9109    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154   -2.9056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0160   -3.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2030   -2.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0338   -1.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2532   -1.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6411   -1.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8148   -2.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5952   -2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5638   -3.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7425   -3.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9699   -3.9225    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
M  END

Alternative Forms

1. Parent:

   

   ALA2289276

   2-Methoxy-5-phenyl-5-propan-2-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: 271.32

Molecular Weight (Monoisotopic): 271.0796

AlogP: 3.03

#Rotatable Bonds: 3

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: 10.85

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.86

Np Likeness Score: 0.25

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