(E)-2-methoxy-4-(3-(3,4,5-trimethoxystyryl)-1Hpyrazol-5-yl)phenol

ID: ALA2413083

PubChem CID: 136251294

Max Phase: Preclinical

Molecular Formula: C21H22N2O5

Molecular Weight: 382.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2cc(/C=C/c3cc(OC)c(OC)c(OC)c3)n[nH]2)ccc1O

Standard InChI:  InChI=1S/C21H22N2O5/c1-25-18-11-14(6-8-17(18)24)16-12-15(22-23-16)7-5-13-9-19(26-2)21(28-4)20(10-13)27-3/h5-12,24H,1-4H3,(H,22,23)/b7-5+

Standard InChI Key:  FWHVIFWWQCNTBU-FNORWQNLSA-N

Molfile:  

     RDKit          2D

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    2.8945  -15.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934  -16.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6081  -17.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3246  -16.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3217  -15.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063  -15.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0347  -15.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7507  -15.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4686  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2475  -15.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7449  -15.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2727  -14.4809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4834  -14.7210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5698  -15.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9670  -15.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7911  -15.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2179  -15.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8146  -14.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9918  -14.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0428  -15.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1877  -16.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0125  -16.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6059  -18.0235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203  -18.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1805  -17.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1798  -18.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1806  -15.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4662  -15.9630    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
  3 23  1  0
 25 26  1  0
  2 25  1  0
 27 28  1  0
  1 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413083

   ---

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: 382.42

Molecular Weight (Monoisotopic): 382.1529

AlogP: 3.99

#Rotatable Bonds: 7

Polar Surface Area: 85.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.84

CX Basic pKa: 2.69

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: 0.00

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