(2E,4E)-1-(3-Bromo-5-chloro-2-hydroxyphenyl)-5-(1-benzyl-1H-indol-3-yl)penta-2,4-dien-1-one

ID: ALA1765525

Chembl Id: CHEMBL1765525

PubChem CID: 52920859

Max Phase: Preclinical

Molecular Formula: C26H19BrClNO2

Molecular Weight: 492.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/C=C/c1cn(Cc2ccccc2)c2ccccc12)c1cc(Cl)cc(Br)c1O

Standard InChI:  InChI=1S/C26H19BrClNO2/c27-23-15-20(28)14-22(26(23)31)25(30)13-7-4-10-19-17-29(16-18-8-2-1-3-9-18)24-12-6-5-11-21(19)24/h1-15,17,31H,16H2/b10-4+,13-7+

Standard InChI Key:  KXBZHCQQAKCTSW-GODDPXKCSA-N

Alternative Forms

1. Parent:

   

   ALA1765525

   (2E,4E)-5-(1-benzylindol-3-yl)-1-(3-bromo-5-chloro-2-hydroxyphenyl)penta-2,4-dien-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: 492.80

Molecular Weight (Monoisotopic): 491.0288

AlogP: 7.26

#Rotatable Bonds: 6

Polar Surface Area: 42.23

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.34

CX Basic pKa: ┄

CX LogP: 8.18

CX LogD: 6.41

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.17

Np Likeness Score: -0.58

References

1. Dyrager C, Wickström M, Fridén-Saxin M, Friberg A, Dahlén K, Wallén EA, Gullbo J, Grøtli M, Luthman K..  (2011)  Inhibitors and promoters of tubulin polymerization: synthesis and biological evaluation of chalcones and related dienones as potential anticancer agents.,  19  (8): [PMID:21459004] [10.1016/j.bmc.2011.03.005]

Source

Source(1):

• Scientific Literature