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

ID: ALA2289283

PubChem CID: 76327491

Max Phase: Preclinical

Molecular Formula: C14H16NO2PS

Molecular Weight: 293.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)NCC(C)(c2cccc3ccccc23)O1

Standard InChI:  InChI=1S/C14H16NO2PS/c1-14(10-15-18(19,16-2)17-14)13-9-5-7-11-6-3-4-8-12(11)13/h3-9H,10H2,1-2H3,(H,15,19)

Standard InChI Key:  XAGSTSHBOIHNIE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   26.1460   -7.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9673   -7.7345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2258   -6.9536    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   26.5587   -6.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8958   -6.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8010   -6.3642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.9331   -7.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9337   -8.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1166   -6.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9474   -5.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1668   -5.6429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5547   -6.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5088   -7.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7326   -6.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1314   -7.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3010   -8.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0814   -8.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6834   -8.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6796   -7.7427    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 14  1  0
 13  9  1  0
  5  9  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
  5 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289283

   2-Methoxy-5-methyl-5-naphthalen-1-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: 293.33

Molecular Weight (Monoisotopic): 293.0639

AlogP: 3.55

#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: 10.87

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: 0.11

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