(E)-methyl 2-(2-((2-(2,6-dichlorophenylamino)-6-(trifluoromethyl)pyrimidin-4-yloxy)methyl)phenyl)-3-methoxyacrylate

ID: ALA2287233

PubChem CID: 76334619

Max Phase: Preclinical

Molecular Formula: C23H18Cl2F3N3O4

Molecular Weight: 528.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C=C(/C(=O)OC)c1ccccc1COc1cc(C(F)(F)F)nc(Nc2c(Cl)cccc2Cl)n1

Standard InChI:  InChI=1S/C23H18Cl2F3N3O4/c1-33-12-15(21(32)34-2)14-7-4-3-6-13(14)11-35-19-10-18(23(26,27)28)29-22(30-19)31-20-16(24)8-5-9-17(20)25/h3-10,12H,11H2,1-2H3,(H,29,30,31)/b15-12+

Standard InChI Key:  NNKMVNYPDYEHML-NTCAYCPXSA-N

Molfile:  

     RDKit          2D

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   18.7724  -12.8200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4995  -11.1816    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.0827  -13.6598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 13 34  1  0
 17 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287233

   methyl (E)-2-[2-[[2-(2,6-dichloroanilino)-6-(trifluoromethyl)pyrimidin-4-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: 528.31

Molecular Weight (Monoisotopic): 527.0626

AlogP: 6.29

#Rotatable Bonds: 8

Polar Surface Area: 82.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.58

CX Basic pKa: 0.05

CX LogP: 6.93

CX LogD: 6.93

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.21

Np Likeness Score: -0.83

References

1. Chai BS, Liu CL, Li HC, Zhang H, Liu SW, Huang G, Chang JB..  (2011)  The discovery of SYP-10913 and SYP-11277: novel strobilurin acaricides.,  67  (9): [PMID:21452169] [10.1002/ps.2164]

Source

Source(1):

• Scientific Literature