(1E,4E)-1-(3-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)penta-1,4-dien-3-one

ID: ALA598465

Chembl Id: CHEMBL598465

PubChem CID: 46231705

Max Phase: Preclinical

Molecular Formula: C20H20O5

Molecular Weight: 340.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Go-Y098 | Go-Y098|CHEMBL598465

Canonical SMILES:  COc1cc(/C=C/C(=O)/C=C/c2cccc(O)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H20O5/c1-23-18-12-15(13-19(24-2)20(18)25-3)8-10-16(21)9-7-14-5-4-6-17(22)11-14/h4-13,22H,1-3H3/b9-7+,10-8+

Standard InChI Key:  LXUNIDXTIPXACV-FIFLTTCUSA-N

Alternative Forms

1. Parent:

   

   ALA598465

   (1E,4E)-1-(3-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)penta-1,4-dien-3-one

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: 340.38

Molecular Weight (Monoisotopic): 340.1311

AlogP: 3.71

#Rotatable Bonds: 7

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.41

CX Basic pKa:

CX LogP: 4.05

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: 0.55

References

1. Yamakoshi H, Ohori H, Kudo C, Sato A, Kanoh N, Ishioka C, Shibata H, Iwabuchi Y..  (2010)  Structure-activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof.,  18  (3): [PMID:20060305] [10.1016/j.bmc.2009.12.045]

2. Moreira J, Saraiva L, Pinto MM, Cidade H..  (2020)  Diarylpentanoids with antitumor activity: A critical review of structure-activity relationship studies.,  192  [PMID:32172081] [10.1016/j.ejmech.2020.112177]

Source

Source(1):

• Scientific Literature