N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)-4-methylbenzenesulfonamide

ID: ALA371723

Chembl Id: CHEMBL371723

PubChem CID: 24757213

Max Phase: Preclinical

Molecular Formula: C22H19NO4S

Molecular Weight: 393.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2ccc(C(=O)/C=C/c3ccc(O)cc3)cc2)cc1

Standard InChI:  InChI=1S/C22H19NO4S/c1-16-2-13-21(14-3-16)28(26,27)23-19-9-7-18(8-10-19)22(25)15-6-17-4-11-20(24)12-5-17/h2-15,23-24H,1H3/b15-6+

Standard InChI Key:  KDODYFOOJCIHGK-GIDUJCDVSA-N

Alternative Forms

1. Parent:

   

   ALA371723

   N-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)-4-methylbenzenesulfonamide

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: 393.46

Molecular Weight (Monoisotopic): 393.1035

AlogP: 4.40

#Rotatable Bonds: 6

Polar Surface Area: 83.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.76

References

1. Seo WD, Kim JH, Kang JE, Ryu HW, Curtis-Long MJ, Lee HS, Yang MS, Park KH..  (2005)  Sulfonamide chalcone as a new class of alpha-glucosidase inhibitors.,  15  (24): [PMID:16202584] [10.1016/j.bmcl.2005.08.087]

2. Seo WD, Ryu YB, Curtis-Long MJ, Lee CW, Ryu HW, Jang KC, Park KH..  (2010)  Evaluation of anti-pigmentary effect of synthetic sulfonylamino chalcone.,  45  (5): [PMID:20149498] [10.1016/j.ejmech.2010.01.049]

3. 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]

4. Bahekar SP, Hande SV, Agrawal NR, Chandak HS, Bhoj PS, Goswami K, Reddy MVR..  (2016)  Sulfonamide chalcones: Synthesis and in vitro exploration for therapeutic potential against Brugia malayi.,  124  [PMID:27592395] [10.1016/j.ejmech.2016.08.042]

5.  (2013)  Method for screening anti-cancer compounds inhibiting function of TM4SF5 and anti-cancer composition containing chalcone compounds, 

6. Luthra T,Banothu V,Adepally U,Kumar K,M S,Chakrabarti S,Maddi SR,Sen S.  (2020)  Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes.,  188  [PMID:31927314] [10.1016/j.ejmech.2020.112034]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data