(2E,2'E)-3,3'-(1,4-Phenylene)bis(1-(3,4-dimethoxyphenyl)-prop-2-en-1-one)

ID: ALA3238335

Chembl Id: CHEMBL3238335

PubChem CID: 90655480

Max Phase: Preclinical

Molecular Formula: C28H26O6

Molecular Weight: 458.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc(/C=C/C(=O)c3ccc(OC)c(OC)c3)cc2)cc1OC

Standard InChI:  InChI=1S/C28H26O6/c1-31-25-15-11-21(17-27(25)33-3)23(29)13-9-19-5-7-20(8-6-19)10-14-24(30)22-12-16-26(32-2)28(18-22)34-4/h5-18H,1-4H3/b13-9+,14-10+

Standard InChI Key:  HJKGROWCHWZNNX-UTLPMFLDSA-N

Alternative Forms

1. Parent:

   

   ALA3238335

   (E)-1-(3,4-dimethoxyphenyl)-3-[4-[(E)-3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enyl]phenyl]prop-2-en-1-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: 458.51

Molecular Weight (Monoisotopic): 458.1729

AlogP: 5.51

#Rotatable Bonds: 10

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.18

CX LogD: 5.18

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.01

References

1. Winter E, Devantier Neuenfeldt P, Chiaradia-Delatorre LD, Gauthier C, Yunes RA, Nunes RJ, Creczynski-Pasa TB, Di Pietro A..  (2014)  Symmetric bis-chalcones as a new type of breast cancer resistance protein inhibitors with a mechanism different from that of chromones.,  57  (7): [PMID:24611893] [10.1021/jm401879z]

2. Cai CY, Rao L, Rao Y, Guo JX, Xiao ZZ, Cao JY, Huang ZS, Wang B..  (2017)  Analogues of xanthones--Chalcones and bis-chalcones as α-glucosidase inhibitors and anti-diabetes candidates.,  130  [PMID:28242551] [10.1016/j.ejmech.2017.02.007]

3. Khwaja S, Fatima K, Hasanain M, Behera C, Kour A, Singh A, Luqman S, Sarkar J, Chanda D, Shanker K, Gupta AK, Mondhe DM, Negi AS..  (2018)  Antiproliferative efficacy of curcumin mimics through microtubule destabilization.,  151  [PMID:29605808] [10.1016/j.ejmech.2018.03.063]

Source

Source(1):

• Scientific Literature