N-(3-(3-(3,4-dihydroxyphenyl)acryloyl)phenyl)-4-methylbenzenesulfonamide

ID: ALA199442

Chembl Id: CHEMBL199442

PubChem CID: 11611227

Max Phase: Preclinical

Molecular Formula: C22H19NO5S

Molecular Weight: 409.46

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)Nc2cccc(C(=O)/C=C/c3ccc(O)c(O)c3)c2)cc1

Standard InChI:  InChI=1S/C22H19NO5S/c1-15-5-9-19(10-6-15)29(27,28)23-18-4-2-3-17(14-18)20(24)11-7-16-8-12-21(25)22(26)13-16/h2-14,23,25-26H,1H3/b11-7+

Standard InChI Key:  QIRNCTMNXYLSQM-YRNVUSSQSA-N

Associated Targets(Human)

PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-15 (51914 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

amyS Alpha-amylase (22 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BMY1 Beta-amylase (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FUCA1 Alpha-L-fucosidase 1 (358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Alpha-mannosidase (234 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 409.46Molecular Weight (Monoisotopic): 409.0984AlogP: 4.10#Rotatable Bonds: 6
Polar Surface Area: 103.70Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 7.88CX Basic pKa: CX LogP: 4.28CX LogD: 4.17
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.32Np Likeness Score: -0.67

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. Campo VL, Sesti-Costa R, Carneiro ZA, Silva JS, Schenkman S, Carvalho I..  (2012)  Design, synthesis and the effect of 1,2,3-triazole sialylmimetic neoglycoconjugates on Trypanosoma cruzi and its cell surface trans-sialidase.,  20  (1): [PMID:22154559] [10.1016/j.bmc.2011.11.022]
3. Mahapatra DK, Bharti SK, Asati V..  (2015)  Chalcone scaffolds as anti-infective agents: structural and molecular target perspectives.,  101  [PMID:26188621] [10.1016/j.ejmech.2015.06.052]
4.  (2013)  Method for screening anti-cancer compounds inhibiting function of TM4SF5 and anti-cancer composition containing chalcone compounds, 
5. 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]