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

ID: ALA2286178

PubChem CID: 76334539

Max Phase: Preclinical

Molecular Formula: C22H21ClN2O4

Molecular Weight: 412.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C=C(/C(=O)OC)c1ccccc1COc1cc(-c2ccccc2Cl)nn1C

Standard InChI:  InChI=1S/C22H21ClN2O4/c1-25-21(12-20(24-25)17-10-6-7-11-19(17)23)29-13-15-8-4-5-9-16(15)18(14-27-2)22(26)28-3/h4-12,14H,13H2,1-3H3/b18-14+

Standard InChI Key:  ULLOBXYKIBQRNU-NBVRZTHBSA-N

Molfile:  

     RDKit          2D

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    6.7867  -23.6431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4948  -24.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2044  -23.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2016  -22.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4930  -22.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4946  -24.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7868  -25.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7866  -26.0948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0792  -24.8689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0788  -26.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022  -25.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9100  -24.8696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6176  -25.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0787  -24.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3713  -23.6420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633  -24.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9181  -23.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708  -24.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7789  -25.0282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783  -24.8589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1854  -25.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564  -24.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2253  -23.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4135  -23.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9318  -24.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2677  -24.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0786  -24.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7069  -22.8298    0.0000 Cl  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
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  2 15  1  0
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 17 18  2  0
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 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
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286178

   methyl (E)-2-[2-[[5-(2-chlorophenyl)-2-methylpyrazol-3-yl]oxymethyl]phenyl]-3-methoxyprop-2-enoate

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: 412.87

Molecular Weight (Monoisotopic): 412.1190

AlogP: 4.48

#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: 2.04

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: -0.56

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