4-[3-(4-hydroxy-3-methoxy-phenyl)prop-2-enylidene]-2-styryl-1H-imidazol-5-one

ID: ALA4584611

PubChem CID: 155562007

Max Phase: Preclinical

Molecular Formula: C21H18N2O3

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C=C2\N=C(/C=C/c3ccccc3)NC2=O)ccc1O

Standard InChI:  InChI=1S/C21H18N2O3/c1-26-19-14-16(10-12-18(19)24)8-5-9-17-21(25)23-20(22-17)13-11-15-6-3-2-4-7-15/h2-14,24H,1H3,(H,22,23,25)/b8-5+,13-11+,17-9-

Standard InChI Key:  WCYLPRBFGGBJJP-KGWSIPNBSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    2.6297   -5.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418   -5.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -5.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -6.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3403   -6.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6297   -6.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -6.8413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541   -5.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663   -5.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1744   -5.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8824   -5.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6290   -5.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1765   -5.8868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692   -6.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9675   -6.4255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1768   -7.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9963   -7.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4081   -8.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2235   -8.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6326   -8.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2247   -9.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4070   -9.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9938   -8.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411   -4.4856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9216   -5.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2136   -5.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 12 24  2  0
  1 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4584611

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 346.39

Molecular Weight (Monoisotopic): 346.1317

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 70.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: 0.31

References

1. Noureddin SA, El-Shishtawy RM, Al-Footy KO..  (2019)  Curcumin analogues and their hybrid molecules as multifunctional drugs.,  182  [PMID:31479974] [10.1016/j.ejmech.2019.111631]

Source

Source(1):

• Scientific Literature