(1E,4E,6E)-1,7-Bis(1-isopropyl-1H-benzo[d]imidazol-2-yl)hepta-1,4,6-trien-3-one

ID: ALA3764186

Chembl Id: CHEMBL3764186

PubChem CID: 127039900

Max Phase: Preclinical

Molecular Formula: C27H28N4O

Molecular Weight: 424.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1c(/C=C/C=C/C(=O)/C=C/c2nc3ccccc3n2C(C)C)nc2ccccc21

Standard InChI:  InChI=1S/C27H28N4O/c1-19(2)30-24-14-8-6-12-22(24)28-26(30)16-10-5-11-21(32)17-18-27-29-23-13-7-9-15-25(23)31(27)20(3)4/h5-20H,1-4H3/b11-5+,16-10+,18-17+

Standard InChI Key:  UAOJOLLSGKOPEC-LKKCPLPWSA-N

Alternative Forms

1. Parent:

   

   ALA3764186

   ---

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: 424.55

Molecular Weight (Monoisotopic): 424.2263

AlogP: 6.40

#Rotatable Bonds: 7

Polar Surface Area: 52.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 5.20

CX LogP: 6.37

CX LogD: 6.37

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -0.30

References

1. Wang R, Zhang X, Chen C, Chen G, Zhong Q, Zhang Q, Zheng S, Wang G, Chen QH..  (2016)  Synthesis and evaluation of 1,7-diheteroarylhepta-1,4,6-trien-3-ones as curcumin-based anticancer agents.,  110  [PMID:26827161] [10.1016/j.ejmech.2016.01.017]

2. Wang R, Zhang X, Chen C, Chen G, Sarabia C, Zhang Q, Zheng S, Wang G, Chen QH..  (2017)  Structure-activity relationship studies of 1,7-diheteroarylhepta-1,4,6-trien-3-ones with two different terminal rings in prostate epithelial cell models.,  133  [PMID:28388523] [10.1016/j.ejmech.2017.03.067]

Source

Source(1):

• Scientific Literature