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

ID: ALA2270183

PubChem CID: 14076374

Max Phase: Preclinical

Molecular Formula: C13H19BrNO2PS

Molecular Weight: 364.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOP1(=S)Oc2ccc(Br)cc2CN1CC(C)C

Standard InChI:  InChI=1S/C13H19BrNO2PS/c1-4-16-18(19)15(8-10(2)3)9-11-7-12(14)5-6-13(11)17-18/h5-7,10H,4,8-9H2,1-3H3

Standard InChI Key:  QKZNYWONFKENIV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.6264  -14.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6253  -15.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3333  -15.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3315  -13.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0401  -14.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0435  -15.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559  -15.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4695  -15.0381    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.4661  -14.2129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7491  -13.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779  -15.8238    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2846  -15.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1725  -13.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8815  -14.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6954  -15.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5126  -15.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186  -13.8140    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.5879  -13.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8840  -15.0257    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
M  END

Alternative Forms

1. Parent:

   

   ALA2270183

   6-bromo-2-ethoxy-3-(2-methylpropyl)-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: 364.25

Molecular Weight (Monoisotopic): 363.0057

AlogP: 4.56

#Rotatable Bonds: 4

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: 4.28

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.73

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