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

ID: ALA2413473

PubChem CID: 136219296

Max Phase: Preclinical

Molecular Formula: C19H18N2O3

Molecular Weight: 322.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2cc(-c3ccc(O)c(OC)c3)[nH]n2)cc1

Standard InChI:  InChI=1S/C19H18N2O3/c1-23-16-8-4-13(5-9-16)3-7-15-12-17(21-20-15)14-6-10-18(22)19(11-14)24-2/h3-12,22H,1-2H3,(H,20,21)/b7-3+

Standard InChI Key:  SYPKVJXARMZHIQ-XVNBXDOJSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   14.3905   -9.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3894  -10.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1041  -10.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8206  -10.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8178   -9.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1023   -9.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5307   -9.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2468   -9.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9646   -9.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7435   -9.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2410   -8.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7687   -7.9598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9794   -8.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0658   -8.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4630   -9.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2871   -9.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7139   -8.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3106   -7.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4878   -7.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5388   -8.6976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6836  -10.1081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5085  -10.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6765  -10.6819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6758  -11.5069    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
 17 20  1  0
 21 22  1  0
 16 21  1  0
 23 24  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413473

   ---

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: 322.36

Molecular Weight (Monoisotopic): 322.1317

AlogP: 3.97

#Rotatable Bonds: 5

Polar Surface Area: 67.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.84

CX Basic pKa: 2.70

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -0.19

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