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

ID: ALA2289294

PubChem CID: 76309357

Max Phase: Preclinical

Molecular Formula: C10H13BrNO2PS

Molecular Weight: 322.16

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H13BrNO2PS/c1-10(7-12-15(16,13-2)14-10)8-4-3-5-9(11)6-8/h3-6H,7H2,1-2H3,(H,12,16)

Standard InChI Key:  JRUAEONZSURJTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   17.2229  -16.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0442  -16.9547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2986  -16.1738    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.6315  -15.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9686  -16.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8779  -15.5885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0059  -16.5832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0065  -17.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1935  -15.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0242  -15.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2477  -14.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6397  -15.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8136  -16.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5899  -16.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0777  -14.0724    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.9629  -15.3533    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
 11 15  1  0
  5 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289294

   5-(3-Bromophenyl)-2-methoxy-5-methyl-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: 322.16

Molecular Weight (Monoisotopic): 320.9588

AlogP: 3.16

#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: 10.86

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.85

Np Likeness Score: -0.10

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