(E)-4-(3-(3,4,5-trimethoxystyryl)-1H-pyrazol-5-yl)phenol

ID: ALA2413470

PubChem CID: 136244476

Max Phase: Preclinical

Molecular Formula: C20H20N2O4

Molecular Weight: 352.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(-c3ccc(O)cc3)[nH]n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H20N2O4/c1-24-18-10-13(11-19(25-2)20(18)26-3)4-7-15-12-17(22-21-15)14-5-8-16(23)9-6-14/h4-12,23H,1-3H3,(H,21,22)/b7-4+

Standard InChI Key:  PGZCQAZBAFXPQH-QPJJXVBHSA-N

Molfile:  

     RDKit          2D

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   16.3774   -2.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3763   -3.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0911   -3.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8075   -3.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8046   -2.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0892   -2.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5175   -2.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2336   -2.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9514   -2.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7302   -2.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2277   -1.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7555   -1.1722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9662   -1.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0525   -1.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4497   -2.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2738   -2.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7006   -1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2973   -1.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4745   -1.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5254   -1.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0888   -4.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8032   -5.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6635   -3.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6628   -4.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6613   -2.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9469   -2.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  4  5  1  0
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  5  7  1  0
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  8  9  1  0
  9 10  1  0
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 15 16  1  0
 16 17  2  0
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 18 19  2  0
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 17 20  1  0
 21 22  1  0
  3 21  1  0
 23 24  1  0
  2 23  1  0
 25 26  1  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413470

   ---

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: 352.39

Molecular Weight (Monoisotopic): 352.1423

AlogP: 3.98

#Rotatable Bonds: 6

Polar Surface Area: 76.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.84

CX Basic pKa: 2.73

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.12

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