(E)-3-(3,5-Dimethoxystyryl)-5-phenyl-1H-pyrazole

ID: ALA2413464

PubChem CID: 71770203

Max Phase: Preclinical

Molecular Formula: C19H18N2O2

Molecular Weight: 306.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(-c3ccccc3)[nH]n2)cc(OC)c1

Standard InChI:  InChI=1S/C19H18N2O2/c1-22-17-10-14(11-18(13-17)23-2)8-9-16-12-19(21-20-16)15-6-4-3-5-7-15/h3-13H,1-2H3,(H,20,21)/b9-8+

Standard InChI Key:  PQNADLUNWQJFSI-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   32.7319  -24.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7306  -25.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4455  -25.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1620  -25.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1591  -24.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4437  -24.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8720  -24.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5880  -24.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3059  -24.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0847  -24.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5822  -23.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1100  -23.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3207  -23.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4071  -23.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8042  -24.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6283  -24.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0551  -23.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6517  -23.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8291  -23.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4453  -26.6693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0173  -24.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0171  -23.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7307  -27.0817    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
  3 20  1  0
  1 21  1  0
 21 22  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413464

   5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-3-phenyl-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: 306.37

Molecular Weight (Monoisotopic): 306.1368

AlogP: 4.26

#Rotatable Bonds: 5

Polar Surface Area: 47.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.60

CX Basic pKa: 2.69

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -0.61

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