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

ID: ALA2270177

PubChem CID: 14076370

Max Phase: Preclinical

Molecular Formula: C11H15BrNO2PS

Molecular Weight: 336.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP1(=S)Oc2ccc(Br)cc2CN1C(C)C

Standard InChI:  InChI=1S/C11H15BrNO2PS/c1-8(2)13-7-9-6-10(12)4-5-11(9)15-16(13,17)14-3/h4-6,8H,7H2,1-3H3

Standard InChI Key:  AQYRUDLKKPSJRW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    8.9959   -5.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9948   -6.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7028   -6.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7011   -5.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4097   -5.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4131   -6.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1254   -6.9741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8390   -6.5608    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.8356   -5.7356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1187   -5.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0474   -7.3465    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6541   -6.5582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5421   -5.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2510   -5.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0650   -7.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2881   -5.3366    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.5395   -4.5076    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
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270177

   6-bromo-2-methoxy-3-propan-2-yl-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: 336.19

Molecular Weight (Monoisotopic): 334.9744

AlogP: 3.92

#Rotatable Bonds: 2

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: 3.45

CX LogD: 3.45

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: -0.56

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