(2E,5E)-2-[(5-Bromo-1H-indol-3-yl)methylene]-5-(4-hydroxy-3-methoxybenzylidene)cyclopentanone

ID: ALA3753495

Chembl Id: CHEMBL3753495

PubChem CID: 122378841

Max Phase: Preclinical

Molecular Formula: C22H18BrNO3

Molecular Weight: 424.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C2\CC/C(=C\c3c[nH]c4ccc(Br)cc34)C2=O)ccc1O

Standard InChI:  InChI=1S/C22H18BrNO3/c1-27-21-9-13(2-7-20(21)25)8-14-3-4-15(22(14)26)10-16-12-24-19-6-5-17(23)11-18(16)19/h2,5-12,24-25H,3-4H2,1H3/b14-8+,15-10+

Standard InChI Key:  ZOQLKLNUSWLAOV-UYSZGSBFSA-N

Alternative Forms

1. Parent:

   

   ALA3753495

   ---

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: 424.29

Molecular Weight (Monoisotopic): 423.0470

AlogP: 5.47

#Rotatable Bonds: 3

Polar Surface Area: 62.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.48

CX Basic pKa:

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: 0.00

References

1. Dong L, Zheng S, Zhang Y, Jiang X, Wu J, Zhang X, Shan X, Liang D, Ying S, Feng J, Liang G.  (2015)  Design, synthesis, and evaluation of semi-conservative mono-carbonyl analogs of curcumin as anti-inflammatory agents against lipopolysaccharide-induced acute lung injury,  6  (8): [10.1039/C5MD00113G]

2. Ying S, Du X, Fu W, Yun D, Chen L, Cai Y, Xu Q, Wu J, Li W, Liang G..  (2017)  Synthesis, biological evaluation, QSAR and molecular dynamics simulation studies of potential fibroblast growth factor receptor 1 inhibitors for the treatment of gastric cancer.,  127  [PMID:27829519] [10.1016/j.ejmech.2016.10.066]

Source

Source(1):

• Scientific Literature