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

ID: ALA2289292

PubChem CID: 76323938

Max Phase: Preclinical

Molecular Formula: C9H11BrNO2PS

Molecular Weight: 308.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2ccccc2Br)O1

Standard InChI:  InChI=1S/C9H11BrNO2PS/c1-12-14(15)11-6-9(13-14)7-4-2-3-5-8(7)10/h2-5,9H,6H2,1H3,(H,11,15)

Standard InChI Key:  NHEHCVBHVLPTHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    4.2510  -16.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0723  -16.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3267  -15.5176    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.6596  -15.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967  -15.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061  -14.9323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340  -15.9270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0347  -16.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2216  -15.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523  -14.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758  -14.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6679  -14.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8417  -15.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180  -15.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598  -13.9211    0.0000 Br  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
 10 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289292

   5-(2-Bromophenyl)-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: 308.14

Molecular Weight (Monoisotopic): 306.9431

AlogP: 2.98

#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: 10.95

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.85

Np Likeness Score: -0.13

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