(E)-5-Phenyl-3-(3,4,5-trimethoxystyryl)-1H-pyrazole

ID: ALA2413465

PubChem CID: 71770204

Max Phase: Preclinical

Molecular Formula: C20H20N2O3

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(-c3ccccc3)[nH]n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H20N2O3/c1-23-18-11-14(12-19(24-2)20(18)25-3)9-10-16-13-17(22-21-16)15-7-5-4-6-8-15/h4-13H,1-3H3,(H,21,22)/b10-9+

Standard InChI Key:  UTUFDBVNXLLHKI-MDZDMXLPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    1.8110  -28.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8099  -29.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5247  -30.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2411  -29.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383  -28.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5229  -28.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512  -28.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672  -28.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3850  -28.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1639  -28.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6614  -28.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1891  -27.3969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3999  -27.6371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4862  -28.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8833  -28.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7074  -28.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1343  -28.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7310  -27.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9082  -27.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265  -30.9418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2408  -31.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971  -30.1189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964  -30.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0932  -28.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789  -28.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13  9  2  0
 11 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 20 21  1  0
  3 20  1  0
 22 23  1  0
  2 22  1  0
 24 25  1  0
  1 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413465

   3-phenyl-5-[(E)-2-(3,4,5-trimethoxyphenyl)ethenyl]-1H-pyrazole

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: 336.39

Molecular Weight (Monoisotopic): 336.1474

AlogP: 4.27

#Rotatable Bonds: 6

Polar Surface Area: 56.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.60

CX Basic pKa: 2.69

CX LogP: 3.95

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.40

References

1. Caldarelli A, Penucchini E, Caprioglio D, Genazzani AA, Minassi A..  (2013)  Synthesis and tubulin-binding properties of non-symmetrical click C5-curcuminoids.,  21  (17): [PMID:23830698] [10.1016/j.bmc.2013.05.053]

Source

Source(1):

• Scientific Literature