(E)-methyl 2-(2-((2-(3,5-dichlorophenylamino)-6-(trifluoromethyl)pyrimidin-4-yloxy)methyl)phenyl)-3-methoxyacrylate

ID: ALA2287235

PubChem CID: 76327366

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(Nc2cc(Cl)cc(Cl)c2)n1

Standard InChI:  InChI=1S/C23H18Cl2F3N3O4/c1-33-12-18(21(32)34-2)17-6-4-3-5-13(17)11-35-20-10-19(23(26,27)28)30-22(31-20)29-16-8-14(24)7-15(25)9-16/h3-10,12H,11H2,1-2H3,(H,29,30,31)/b18-12+

Standard InChI Key:  FRDRSNCWJWHBJV-LDADJPATSA-N

Molfile:  

     RDKit          2D

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   16.1477  -22.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8624  -23.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1447  -23.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4300  -22.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1361  -21.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7071  -21.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9955  -21.9885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2782  -21.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1305  -20.7366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8533  -21.9693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5650  -21.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4264  -18.2758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.0077  -20.7620    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4 18  1  0
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 27 32  1  0
 32 33  1  0
 14 34  1  0
 16 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287235

   methyl (E)-2-[2-[[2-(3,5-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: 11.78

CX Basic pKa: 0.79

CX LogP: 6.93

CX LogD: 6.93

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.21

Np Likeness Score: -0.96

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