(E)-4-(3-(4-hydroxystyryl)-1H-pyrazol-5-yl)-2-methoxyphenol

ID: ALA2413472

PubChem CID: 136239326

Max Phase: Preclinical

Molecular Formula: C18H16N2O3

Molecular Weight: 308.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cc(/C=C/c3ccc(O)cc3)n[nH]2)ccc1O

Standard InChI:  InChI=1S/C18H16N2O3/c1-23-18-10-13(5-9-17(18)22)16-11-14(19-20-16)6-2-12-3-7-15(21)8-4-12/h2-11,21-22H,1H3,(H,19,20)/b6-2+

Standard InChI Key:  JSKPOKGZGGYZOE-QHHAFSJGSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.4319   -9.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4307  -10.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456  -10.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619  -10.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8591   -9.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1438   -9.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5721   -9.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2880   -9.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059   -9.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7848   -9.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2822   -8.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8099   -8.0763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -8.3165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1071   -8.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5043   -9.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3284   -9.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7551   -8.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518   -8.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5290   -8.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5800   -8.8141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7248  -10.2291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5496  -10.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159  -10.7976    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
 17 20  1  0
 21 22  1  0
 16 21  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413472

   ---

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: 308.34

Molecular Weight (Monoisotopic): 308.1161

AlogP: 3.67

#Rotatable Bonds: 4

Polar Surface Area: 78.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: 2.70

CX LogP: 3.65

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: 0.02

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