(E)-methyl 2-(2-(((5-ethoxy-1,3-dimethyl-1H-pyrazol-4-yl)methyleneaminooxy)methyl)phenyl)-2-(methoxyimino)acetate

ID: ALA2251527

PubChem CID: 11545539

Max Phase: Preclinical

Molecular Formula: C19H24N4O5

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(/C=N/OCc2ccccc2/C(=N\OC)C(=O)OC)c(C)nn1C

Standard InChI:  InChI=1S/C19H24N4O5/c1-6-27-18-16(13(2)21-23(18)3)11-20-28-12-14-9-7-8-10-15(14)17(22-26-5)19(24)25-4/h7-11H,6,12H2,1-5H3/b20-11+,22-17+

Standard InChI Key:  HPMNTTRQSRIQMH-URBIQPSMSA-N

Molfile:  

     RDKit          2D

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   12.1803  -25.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9336  -24.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1082  -24.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8450  -25.4316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4987  -26.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6302  -23.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9622  -25.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4255  -23.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2449  -24.0907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7369  -23.4285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5564  -23.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0484  -22.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8657  -22.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3575  -22.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0300  -21.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7178  -22.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1925  -23.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6998  -24.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0266  -25.1339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8804  -24.2806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5340  -25.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0119  -23.8104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5045  -23.1486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3239  -23.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1252  -26.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9070  -26.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  1  6  1  0
  4  7  1  0
  2  8  1  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 19 24  2  0
 24 25  1  0
 25 26  1  0
  8 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251527

   methyl (2E)-2-[2-[[(E)-(5-ethoxy-1,3-dimethylpyrazol-4-yl)methylideneamino]oxymethyl]phenyl]-2-methoxyiminoacetate

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: 388.42

Molecular Weight (Monoisotopic): 388.1747

AlogP: 2.20

#Rotatable Bonds: 9

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.79

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: -0.85

References

1. Li Y, Zhang HQ, Liu J, Yang XP, Liu ZJ..  (2006)  Stereoselective synthesis and antifungal activities of (E)-alpha-(methoxyimino)benzeneacetate derivatives containing 1,3,5-substituted pyrazole ring.,  54  (10): [PMID:19127737] [10.1021/jf060074f]

Source

Source(1):

• Scientific Literature