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

ID: ALA2251519

PubChem CID: 11590490

Max Phase: Preclinical

Molecular Formula: C24H26N4O5

Molecular Weight: 450.50

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H26N4O5/c1-16-9-8-11-19(13-16)33-23-21(17(2)26-28(23)3)14-25-32-15-18-10-6-7-12-20(18)22(27-31-5)24(29)30-4/h6-14H,15H2,1-5H3/b25-14+,27-22+

Standard InChI Key:  YKCKVRHTNKLTOO-ITDQDEJLSA-N

Molfile:  

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   22.7599   -1.8518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4135   -3.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8914   -1.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3841   -0.7198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2035   -0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0046   -4.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3839   -4.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5464   -5.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3291   -5.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9493   -5.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7321   -5.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 27  1  0
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 30 31  1  0
 31 32  2  0
 32 27  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251519

   methyl (2E)-2-[2-[[(E)-[1,3-dimethyl-5-(3-methylphenoxy)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: 450.50

Molecular Weight (Monoisotopic): 450.1903

AlogP: 3.90

#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: 2.57

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -0.91

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