3-Allyl-6-bromo-2-propoxy-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270181

PubChem CID: 14076379

Max Phase: Preclinical

Molecular Formula: C13H17BrNO2PS

Molecular Weight: 362.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCN1Cc2cc(Br)ccc2OP1(=S)OCCC

Standard InChI:  InChI=1S/C13H17BrNO2PS/c1-3-7-15-10-11-9-12(14)5-6-13(11)17-18(15,19)16-8-4-2/h3,5-6,9H,1,4,7-8,10H2,2H3

Standard InChI Key:  DCMFDEQCKAMOFD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   20.6719   -6.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6707   -7.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3788   -8.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3770   -6.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0856   -6.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0890   -7.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8014   -8.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5149   -7.6463    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5115   -6.8211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7946   -6.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7233   -8.4319    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.3300   -7.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2180   -6.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9270   -6.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7409   -8.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9641   -6.4221    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   25.6334   -6.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5581   -8.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9690   -9.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
  8 12  1  0
  9 13  1  0
 13 14  1  0
 12 15  1  0
  1 16  1  0
 14 17  2  0
 15 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270181

   6-bromo-3-prop-2-enyl-2-propoxy-2-sulfanylidene-4H-1,3,2lambda5-benzoxazaphosphinine

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: 362.23

Molecular Weight (Monoisotopic): 360.9901

AlogP: 4.48

#Rotatable Bonds: 5

Polar Surface Area: 21.70

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: -0.51

References

1. Yoshikawa H, Ueno R.  (1992)  Synthesis and Insecticidal Activity of 2-Alkoxy-4H-l,3,2-benzoxazaphosphorin-2-thiones,  56  (9): [10.1271/bbb.56.1467]

Source

Source(1):

• Scientific Literature