methyl 2-(2-((3-(4-bromophenyl)-1-methyl-1H-pyrazol-5-yloxy)methyl)phenyl)-3-methoxyacrylate

ID: ALA2285965

PubChem CID: 76309126

Max Phase: Preclinical

Molecular Formula: C22H21BrN2O4

Molecular Weight: 457.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C=C(/C(=O)OC)c1ccccc1COc1cc(-c2ccc(Br)cc2)nn1C

Standard InChI:  InChI=1S/C22H21BrN2O4/c1-25-21(12-20(24-25)15-8-10-17(23)11-9-15)29-13-16-6-4-5-7-18(16)19(14-27-2)22(26)28-3/h4-12,14H,13H2,1-3H3/b19-14+

Standard InChI Key:  KLCCSPDGLWPZMC-XMHGGMMESA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   29.8962    0.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8951   -0.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6031   -0.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3128   -0.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3100    0.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6013    0.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6029   -1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8951   -2.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8949   -3.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1875   -1.7977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1871   -3.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3105   -2.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0183   -1.7984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7260   -2.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1871   -0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4797   -0.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7716   -0.9788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0265   -0.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4792   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8873   -1.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6867   -1.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2938   -2.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6647   -1.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3337   -0.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5219   -0.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0401   -0.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3760   -1.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1869   -1.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2274   -0.9087    0.0000 Br  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
  3  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
  2 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 17  1  0
 21 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 19 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2285965

   METHYL 2-(2-((3-(4-BROMOPHENYL)-1-METHYL-1H-PYRAZOL-5-YLOXY)METHYL)PHENYL)-3-METHOXYACRYLATE

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: 457.32

Molecular Weight (Monoisotopic): 456.0685

AlogP: 4.59

#Rotatable Bonds: 7

Polar Surface Area: 62.58

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.27

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: -0.51

References

1. Li M, Liu CL, Li L, Yang H, Li ZN, Zhang H, Li ZM..  (2010)  Design, synthesis and biological activities of new strobilurin derivatives containing substituted pyrazoles.,  66  (1): [PMID:19760633] [10.1002/ps.1837]

Source

Source(1):

• Scientific Literature