4-(3-(4-hydroxyphenyl)acryloyl)phenyl 4-methylbenzenesulfonate

ID: ALA401762

Chembl Id: CHEMBL401762

PubChem CID: 24989959

Max Phase: Preclinical

Molecular Formula: C22H18O5S

Molecular Weight: 394.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Oc2ccc(C(=O)/C=C/c3ccc(O)cc3)cc2)cc1

Standard InChI:  InChI=1S/C22H18O5S/c1-16-2-13-21(14-3-16)28(25,26)27-20-11-7-18(8-12-20)22(24)15-6-17-4-9-19(23)10-5-17/h2-15,23H,1H3/b15-6+

Standard InChI Key:  MOQMJNLZTPYDJF-GIDUJCDVSA-N

Alternative Forms

1. Parent:

   

   ALA401762

   [4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]phenyl] 4-methylbenzenesulfonate

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: 394.45

Molecular Weight (Monoisotopic): 394.0875

AlogP: 4.36

#Rotatable Bonds: 6

Polar Surface Area: 80.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.04

CX Basic pKa: ┄

CX LogP: 5.32

CX LogD: 5.31

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.38

Np Likeness Score: -0.26

References

1. Yarishkin OV, Ryu HW, Park JY, Yang MS, Hong SG, Park KH..  (2008)  Sulfonate chalcone as new class voltage-dependent K+ channel blocker.,  18  (1): [PMID:18032041] [10.1016/j.bmcl.2007.10.114]

2. Kim EJ, Ryu HW, Curtis-Long MJ, Han J, Kim JY, Cho JK, Kang D, Park KH..  (2010)  Chemoselective regulation of TREK2 channel: activation by sulfonate chalcones and inhibition by sulfonamide chalcones.,  20  (14): [PMID:20570515] [10.1016/j.bmcl.2010.05.033]

3.  (2013)  Method for screening anti-cancer compounds inhibiting function of TM4SF5 and anti-cancer composition containing chalcone compounds, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data