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

ID: ALA2251522

PubChem CID: 11576619

Max Phase: Preclinical

Molecular Formula: C23H23N5O7

Molecular Weight: 481.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C(=O)OC)c1ccccc1CO/N=C/c1c(C)nn(C)c1Oc1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C23H23N5O7/c1-15-20(22(27(2)25-15)35-18-10-7-9-17(12-18)28(30)31)13-24-34-14-16-8-5-6-11-19(16)21(26-33-4)23(29)32-3/h5-13H,14H2,1-4H3/b24-13+,26-21+

Standard InChI Key:  NNVHRGFKYQYENM-QBIOSFKTSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
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   22.9931  -10.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7463   -9.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9209   -9.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.4429   -9.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.8612   -8.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6786   -8.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1704   -7.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.6933   -9.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3469  -10.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8248   -9.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3174   -8.3490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1369   -8.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9380  -11.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3173  -12.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4797  -13.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2623  -13.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8827  -12.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7169  -11.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6688  -13.0421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2859  -12.4944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8347  -13.8502    0.0000 O   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  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 33 34  2  0
 33 35  1  0
 31 33  1  0
M  CHG  2  33   1  35  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2251522

   methyl (2E)-2-[2-[[(E)-[1,3-dimethyl-5-(3-nitrophenoxy)pyrazol-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: 481.47

Molecular Weight (Monoisotopic): 481.1597

AlogP: 3.50

#Rotatable Bonds: 10

Polar Surface Area: 139.67

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.56

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.19

Np Likeness Score: -1.10

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