1-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

ID: ALA2333805

Chembl Id: CHEMBL2333805

Cas Number: 63529-06-6

PubChem CID: 6537040

Max Phase: Preclinical

Molecular Formula: C16H14O4

Molecular Weight: 270.28

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc(O)cc2)c(O)c1

Standard InChI:  InChI=1S/C16H14O4/c1-20-13-7-8-14(16(19)10-13)15(18)9-4-11-2-5-12(17)6-3-11/h2-10,17,19H,1H3/b9-4+

Standard InChI Key:  MOESXQFGHNEYAH-RUDMXATFSA-N

Alternative Forms

Associated Targets(Human)

HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NOTCH1 Tchem Neurogenic locus notch homolog protein 1 (161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KOPTK1 (43 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Akr1b1 Aldose reductase (4007 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 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: 270.28Molecular Weight (Monoisotopic): 270.0892AlogP: 3.00#Rotatable Bonds: 4
Polar Surface Area: 66.76Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 7.10CX Basic pKa: CX LogP: 3.78CX LogD: 3.30
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.66Np Likeness Score: 0.53

References

1. Avram SI, Crisan L, Pacureanu LM, Bora A, Seclaman E, Balint M, Kurunczi LG.  (2013)  Challenges in docking 2-hydroxy and 2,4-dihydroxychalcones into the binding site of ALR2,  22  (8): [10.1007/s00044-012-0367-5]
2. Ahmad I, Thakur JP, Chanda D, Saikia D, Khan F, Dixit S, Kumar A, Konwar R, Negi AS, Gupta A..  (2013)  Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents.,  23  (5): [PMID:23369537] [10.1016/j.bmcl.2012.12.096]
3. Quaglio D, Zhdanovskaya N, Tobajas G, Cuartas V, Balducci S, Christodoulou MS, Fabrizi G, Gargantilla M, Priego EM, Carmona Pestaña Á, Passarella D, Screpanti I, Botta B, Palermo R, Mori M, Ghirga F, Pérez-Pérez MJ..  (2019)  Chalcones and Chalcone-mimetic Derivatives as Notch Inhibitors in a Model of T-cell Acute Lymphoblastic Leukemia.,  10  (4): [PMID:30996810] [10.1021/acsmedchemlett.8b00608]

Source