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

ID: ALA2287229

PubChem CID: 76320144

Max Phase: Preclinical

Molecular Formula: C25H24F3N3O4

Molecular Weight: 487.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C=C(/C(=O)OC)c1ccccc1COc1cc(C(F)(F)F)nc(Nc2ccc(C)c(C)c2)n1

Standard InChI:  InChI=1S/C25H24F3N3O4/c1-15-9-10-18(11-16(15)2)29-24-30-21(25(26,27)28)12-22(31-24)35-13-17-7-5-6-8-19(17)20(14-33-3)23(32)34-4/h5-12,14H,13H2,1-4H3,(H,29,30,31)/b20-14+

Standard InChI Key:  ZGFRZWJBFMVLNH-XSFVSMFZSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   26.5445  -28.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5433  -29.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2581  -29.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9745  -29.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9717  -28.4838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2563  -28.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8285  -29.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1143  -29.3137    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8278  -30.5518    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.0250  -29.9375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.2538  -27.2498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5381  -26.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5390  -26.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8242  -25.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1099  -26.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1150  -26.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8305  -27.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6897  -29.7258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4034  -29.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1186  -29.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1152  -30.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8295  -30.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5443  -30.5445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5404  -29.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8255  -29.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8200  -28.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5316  -28.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1027  -28.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3910  -28.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6737  -28.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5260  -27.2405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2489  -28.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9605  -28.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8221  -24.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3937  -25.6101    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
  2  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  4 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 27 31  2  0
 27 32  1  0
 32 33  1  0
 14 34  1  0
 15 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287229

   methyl (E)-2-[2-[[2-(3,4-dimethylanilino)-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: 487.48

Molecular Weight (Monoisotopic): 487.1719

AlogP: 5.60

#Rotatable Bonds: 8

Polar Surface Area: 82.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: 1.17

CX LogP: 6.75

CX LogD: 6.75

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.25

Np Likeness Score: -0.98

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