(E)-3-(4-Methoxystyryl)-5-phenyl-1H-pyrazole

ID: ALA2413463

PubChem CID: 71770202

Max Phase: Preclinical

Molecular Formula: C18H16N2O

Molecular Weight: 276.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(-c3ccccc3)[nH]n2)cc1

Standard InChI:  InChI=1S/C18H16N2O/c1-21-17-11-8-14(9-12-17)7-10-16-13-18(20-19-16)15-5-3-2-4-6-15/h2-13H,1H3,(H,19,20)/b10-7+

Standard InChI Key:  ZNHVDSQQBQIILR-JXMROGBWSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   23.0648  -23.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0637  -24.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7784  -24.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4949  -24.5306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4921  -23.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7766  -23.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2049  -23.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9210  -23.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6388  -23.2879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4176  -23.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9151  -22.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4429  -22.2217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6536  -22.4619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7399  -22.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1371  -23.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9612  -23.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3880  -22.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9847  -22.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1619  -22.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3488  -24.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6348  -24.5299    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
  2 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413463

   5-[(E)-2-(4-methoxyphenyl)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: 276.34

Molecular Weight (Monoisotopic): 276.1263

AlogP: 4.26

#Rotatable Bonds: 4

Polar Surface Area: 37.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.60

CX Basic pKa: 2.69

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.71

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