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

ID: ALA2289296

PubChem CID: 76331164

Max Phase: Preclinical

Molecular Formula: C9H11ClNO2PS

Molecular Weight: 263.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2ccccc2Cl)O1

Standard InChI:  InChI=1S/C9H11ClNO2PS/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:  CSAWIXOZXFCDKZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   30.0379  -16.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8593  -16.2159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1136  -15.4351    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   30.4465  -14.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7837  -15.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6930  -14.8498    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.8209  -15.8444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8216  -16.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0085  -15.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8392  -14.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0627  -14.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4548  -14.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6286  -15.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4049  -15.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4468  -13.8386    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
M  END

Alternative Forms

1. Parent:

   

   ALA2289296

   5-(2-Chlorophenyl)-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: 263.69

Molecular Weight (Monoisotopic): 262.9937

AlogP: 2.87

#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: 2.49

CX LogD: 2.49

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.83

Np Likeness Score: -0.38

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