4-[1-(2',5'-Dimethyl-2'H-[1,3']bipyrazolyl-4'-yl)-meth-(E)-ylideneaminooxymethyl]-benzoic acid tert-butyl ester

ID: ALA190299

PubChem CID: 44399600

Max Phase: Preclinical

Molecular Formula: C21H25N5O3

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C)c(-n2cccn2)c1/C=N/OCc1ccc(C(=O)OC(C)(C)C)cc1

Standard InChI:  InChI=1S/C21H25N5O3/c1-15-18(19(25(5)24-15)26-12-6-11-22-26)13-23-28-14-16-7-9-17(10-8-16)20(27)29-21(2,3)4/h6-13H,14H2,1-5H3/b23-13+

Standard InChI Key:  DEKMFJOUHVAUJR-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

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    1.5167   -7.6292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9417   -2.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250   -4.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5167   -3.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500    0.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA190299

   tert-butyl 4-[[(E)-(1,3-dimethyl-5-pyrazol-1-ylpyrazol-4-yl)methylideneamino]oxymethyl]benzoate

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: 395.46

Molecular Weight (Monoisotopic): 395.1957

AlogP: 3.42

#Rotatable Bonds: 6

Polar Surface Area: 83.53

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.25

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.62

References

1. Park HJ, Lee K, Park SJ, Ahn B, Lee JC, Cho H, Lee KI..  (2005)  Identification of antitumor activity of pyrazole oxime ethers.,  15  (13): [PMID:15922597] [10.1016/j.bmcl.2005.03.082]

Source

Source(1):

• Scientific Literature