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

ID: ALA2270182

PubChem CID: 14076373

Max Phase: Preclinical

Molecular Formula: C12H17BrNO2PS

Molecular Weight: 350.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)Oc2ccc(Br)cc2CN1CC(C)C

Standard InChI:  InChI=1S/C12H17BrNO2PS/c1-9(2)7-14-8-10-6-11(13)4-5-12(10)16-17(14,18)15-3/h4-6,9H,7-8H2,1-3H3

Standard InChI Key:  AISRYUUMDLRSJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   25.1912   -8.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1900   -9.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8981   -9.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8963   -8.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6049   -8.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6083   -9.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3207   -9.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0342   -9.2518    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.0309   -8.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3139   -8.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2426  -10.0374    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.8493   -9.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7373   -8.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4463   -8.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2602   -9.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4834   -8.0276    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   30.1527   -8.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4488   -9.2394    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  1  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270182

   6-bromo-2-methoxy-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: 350.22

Molecular Weight (Monoisotopic): 348.9901

AlogP: 4.17

#Rotatable Bonds: 3

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: 3.92

CX LogD: 3.92

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

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