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

ID: ALA2251526

PubChem CID: 11509038

Max Phase: Preclinical

Molecular Formula: C18H22N4O5

Molecular Weight: 374.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C(=O)OC)c1ccccc1CO/N=C/c1c(C)nn(C)c1OC

Standard InChI:  InChI=1S/C18H22N4O5/c1-12-15(17(24-3)22(2)20-12)10-19-27-11-13-8-6-7-9-14(13)16(21-26-5)18(23)25-4/h6-10H,11H2,1-5H3/b19-10+,21-16+

Standard InChI Key:  VVAZHRDETPVRGV-OOBLIZMLSA-N

Molfile:  

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    3.5629  -24.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375  -24.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4743  -24.8697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1281  -26.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2596  -23.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5916  -25.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0549  -23.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3663  -22.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859  -22.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778  -22.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4952  -22.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9869  -21.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3472  -21.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8220  -23.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3293  -23.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6561  -24.5719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5098  -23.7186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1634  -25.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6414  -23.2483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1340  -22.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9534  -22.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546  -25.9557    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
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 12 13  1  0
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 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA2251526

   methyl (2E)-2-[2-[[(E)-(5-methoxy-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: 374.40

Molecular Weight (Monoisotopic): 374.1590

AlogP: 1.81

#Rotatable Bonds: 8

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: 2.80

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.40

Np Likeness Score: -0.78

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