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

ID: ALA2270173

PubChem CID: 14076354

Max Phase: Preclinical

Molecular Formula: C14H21ClNO2PS

Molecular Weight: 333.82

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H21ClNO2PS/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:  GYDFROYIBRWOAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   12.0129   -4.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0118   -5.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7198   -5.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7181   -4.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4267   -4.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4301   -5.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1424   -5.7689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8560   -5.3557    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.8526   -4.5305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1357   -4.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0644   -6.1413    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.6711   -5.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5591   -4.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2680   -4.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0820   -6.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8992   -6.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3051   -4.1315    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9745   -4.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2706   -5.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3100   -6.7631    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:

   

   ALA2270173

   6-chloro-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: 333.82

Molecular Weight (Monoisotopic): 333.0719

AlogP: 4.84

#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: 4.64

CX LogD: 4.64

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -0.71

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