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

ID: ALA2270171

PubChem CID: 14076358

Max Phase: Preclinical

Molecular Formula: C13H17ClNO2PS

Molecular Weight: 317.78

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H17ClNO2PS/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:  VLJVMAALHGIELF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.1600   -3.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1589   -4.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669   -4.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -3.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5738   -3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5772   -4.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2895   -4.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031   -4.2619    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.9997   -3.4367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2828   -3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2115   -5.0476    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8182   -4.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7062   -3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4151   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2291   -4.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0463   -4.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4522   -3.0378    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1216   -3.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4571   -5.6694    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  2  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270171

   6-chloro-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: 317.78

Molecular Weight (Monoisotopic): 317.0406

AlogP: 4.37

#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: 4.12

CX LogD: 4.12

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.59

Np Likeness Score: -0.68

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