3-(3-(2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy)propoxy)-1-methyl-5-phenyl-1H-pyrazole

ID: ALA2288632

PubChem CID: 76320246

Max Phase: Preclinical

Molecular Formula: C22H20Cl4N2O3

Molecular Weight: 502.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nc(OCCCOc2c(Cl)cc(OCC=C(Cl)Cl)cc2Cl)cc1-c1ccccc1

Standard InChI:  InChI=1S/C22H20Cl4N2O3/c1-28-19(15-6-3-2-4-7-15)14-21(27-28)30-9-5-10-31-22-17(23)12-16(13-18(22)24)29-11-8-20(25)26/h2-4,6-8,12-14H,5,9-11H2,1H3

Standard InChI Key:  ULKJCMIJDDGHQH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   23.3120  -19.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6404  -20.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4450  -20.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9344  -19.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6058  -18.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7918  -18.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7440  -19.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1456  -20.4942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9466  -20.3322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0400  -19.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2968  -19.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7517  -19.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4554  -19.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1671  -19.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8707  -19.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5824  -19.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2861  -19.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2764  -20.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9793  -20.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6919  -20.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6974  -19.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9940  -19.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9982  -18.3404    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.5643  -20.7777    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.3961  -20.8053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1073  -20.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8115  -20.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5227  -20.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2269  -20.8294    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.5296  -19.5976    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.8058  -21.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  4  7  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 22 23  1  0
 18 24  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
  8 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288632

   3-[3-[2,6-Dichloro-4-(3,3-dichloroprop-2-enoxy)phenoxy]propoxy]-1-methyl-5-phenylpyrazole

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: 502.23

Molecular Weight (Monoisotopic): 500.0228

AlogP: 6.94

#Rotatable Bonds: 10

Polar Surface Area: 45.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.05

CX LogP: 6.65

CX LogD: 6.65

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.28

Np Likeness Score: -0.69

References

1. Li M, Liu CL, Zhang J, Wu Q, Hao SL, Song YQ..  (2013)  Design, synthesis and structure-activity relationship of novel insecticidal dichloro-allyloxy-phenol derivatives containing substituted pyrazol-3-ols.,  69  (5): [PMID:23139228] [10.1002/ps.3417]

Source

Source(1):

• Scientific Literature