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

ID: ALA2289299

PubChem CID: 76313067

Max Phase: Preclinical

Molecular Formula: C9H10Cl2NO2PS

Molecular Weight: 298.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2cccc(Cl)c2Cl)O1

Standard InChI:  InChI=1S/C9H10Cl2NO2PS/c1-13-15(16)12-5-8(14-15)6-3-2-4-7(10)9(6)11/h2-4,8H,5H2,1H3,(H,12,16)

Standard InChI Key:  SLJWFRORNFZLDM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   11.2054  -21.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0267  -21.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2811  -20.8624    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6140  -20.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9511  -20.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8604  -20.2771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.9884  -21.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9890  -22.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1760  -20.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0067  -19.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2302  -19.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6222  -20.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7961  -20.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5724  -21.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6142  -19.2659    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.0602  -18.7609    0.0000 Cl  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
 11 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289299

   5-(2,3-Dichlorophenyl)-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: 298.13

Molecular Weight (Monoisotopic): 296.9547

AlogP: 3.53

#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: 3.10

CX LogD: 3.10

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.85

Np Likeness Score: -0.50

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