6-Bromo-3-isobutyl-2-propoxy-3,4-dihydro-benzo[e][1,3,2]oxazaphosphinine 2-sulfide

ID: ALA2270184

PubChem CID: 14076375

Max Phase: Preclinical

Molecular Formula: C14H21BrNO2PS

Molecular Weight: 378.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOP1(=S)Oc2ccc(Br)cc2CN1CC(C)C

Standard InChI:  InChI=1S/C14H21BrNO2PS/c1-4-7-17-19(20)16(9-11(2)3)10-12-8-13(15)5-6-14(12)18-19/h5-6,8,11H,4,7,9-10H2,1-3H3

Standard InChI Key:  QWPNDLGDVPBTMO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.3863  -15.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3852  -16.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0932  -17.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0914  -15.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8001  -15.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8034  -16.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5158  -17.0074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2294  -16.5941    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.2260  -15.7689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5090  -15.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4378  -17.3798    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.0445  -16.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9324  -15.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6414  -15.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4553  -17.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2725  -17.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785  -15.3699    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.3478  -15.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6439  -16.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6834  -18.0016    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
 15 16  1  0
  1 17  1  0
 14 18  1  0
 14 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270184

   6-bromo-3-(2-methylpropyl)-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: 378.27

Molecular Weight (Monoisotopic): 377.0214

AlogP: 4.95

#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: 4.80

CX LogD: 4.80

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.55

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