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

ID: ALA2413466

PubChem CID: 136244567

Max Phase: Preclinical

Molecular Formula: C18H16N2O3

Molecular Weight: 308.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2cc(-c3ccc(O)cc3)[nH]n2)ccc1O

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

Standard InChI Key:  KFFPFTNGFSLGNH-QHHAFSJGSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   10.9527  -29.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9514  -30.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6663  -30.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3827  -30.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3799  -29.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6645  -29.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0928  -29.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8088  -29.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5266  -29.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3054  -29.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8029  -28.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3307  -27.9427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5415  -28.1829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6277  -28.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0250  -29.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8491  -29.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2758  -28.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8725  -27.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0497  -27.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1007  -28.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6641  -31.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3784  -31.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2386  -30.6602    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
  3 21  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413466

   ---

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: 9.29

CX Basic pKa: 2.73

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.01

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