4-[3-phenylprop-2-enylidene]-2-styryl-1H-imidazol-5-one

ID: ALA4460624

PubChem CID: 155527894

Max Phase: Preclinical

Molecular Formula: C20H16N2O

Molecular Weight: 300.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NC(/C=C/c2ccccc2)=N/C1=C\C=C\c1ccccc1

Standard InChI:  InChI=1S/C20H16N2O/c23-20-18(13-7-12-16-8-3-1-4-9-16)21-19(22-20)15-14-17-10-5-2-6-11-17/h1-15H,(H,21,22,23)/b12-7+,15-14+,18-13-

Standard InChI Key:  SRRUHNXJMWSKHX-DWVGNRLYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.4854  -14.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1994  -13.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136  -14.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136  -15.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2020  -15.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4854  -15.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277  -13.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3418  -14.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600  -13.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739  -14.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5268  -13.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0790  -14.4985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6682  -15.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8597  -15.0416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0792  -15.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9056  -15.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3168  -16.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1432  -16.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5557  -17.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1403  -18.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3198  -18.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9031  -17.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7407  -13.0855    0.0000 O   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
  3  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 11 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 11 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4460624

   ---

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: 300.36

Molecular Weight (Monoisotopic): 300.1263

AlogP: 3.83

#Rotatable Bonds: 4

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.02

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