(E)-2-methoxy-4-(2-(5-phenyl-1H-pyrazol-3-yl)vinyl)phenol

ID: ALA2413461

PubChem CID: 135424803

Max Phase: Preclinical

Molecular Formula: C18H16N2O2

Molecular Weight: 292.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(-c3ccccc3)[nH]n2)ccc1O

Standard InChI:  InChI=1S/C18H16N2O2/c1-22-18-11-13(8-10-17(18)21)7-9-15-12-16(20-19-15)14-5-3-2-4-6-14/h2-12,21H,1H3,(H,19,20)/b9-7+

Standard InChI Key:  IULAOUUIQXUEBD-VQHVLOKHSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.8027  -23.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015  -24.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164  -25.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2328  -24.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2299  -23.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5146  -23.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9429  -23.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6588  -23.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767  -23.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1555  -23.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6530  -23.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1807  -22.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3916  -22.7328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4779  -23.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8750  -23.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6991  -23.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1258  -23.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7225  -22.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998  -22.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162  -26.0398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016  -26.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0868  -25.2139    0.0000 O   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
 20 21  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413461

   ---

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: 292.34

Molecular Weight (Monoisotopic): 292.1212

AlogP: 3.96

#Rotatable Bonds: 4

Polar Surface Area: 58.14

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.43

CX Basic pKa: 2.69

CX LogP: 3.96

CX LogD: 3.95

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -0.25

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