2-Methoxy-5-naphthalen-2-yl-[1,3,2]oxazaphospholidine 2-sulfide

ID: ALA2285710

PubChem CID: 76320302

Max Phase: Preclinical

Molecular Formula: C13H14NO2PS

Molecular Weight: 279.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(c2ccc3ccccc3c2)O1

Standard InChI:  InChI=1S/C13H14NO2PS/c1-15-17(18)14-9-13(16-17)12-7-6-10-4-2-3-5-11(10)8-12/h2-8,13H,9H2,1H3,(H,14,18)

Standard InChI Key:  XKFWDLSMHURKTJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   33.1251   -8.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9423   -8.1348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1967   -7.3581    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   33.5337   -6.8760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8750   -7.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7719   -6.7728    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8998   -7.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9005   -8.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0998   -7.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9307   -6.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1542   -6.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4962   -7.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7199   -7.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5495   -6.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7710   -6.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1621   -6.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3370   -7.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1154   -7.9535    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 14  2  0
 13 12  2  0
 12  9  1  0
  5  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285710

   2-Methoxy-5-naphthalen-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: 279.30

Molecular Weight (Monoisotopic): 279.0483

AlogP: 3.37

#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: 10.94

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: 0.05

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