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3,5-bis(4-hydroxybenzylidene)piperidin-4-one

ID: ALA2079269

Chembl Id: CHEMBL2079269

PubChem CID: 11645883

Max Phase: Preclinical

Molecular Formula: C19H17NO3

Molecular Weight: 307.35

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: O=C1/C(=C/c2ccc(O)cc2)CNC/C1=C\c1ccc(O)cc1

Standard InChI: InChI=1S/C19H17NO3/c21-17-5-1-13(2-6-17)9-15-11-20-12-16(19(15)23)10-14-3-7-18(22)8-4-14/h1-10,20-22H,11-12H2/b15-9+,16-10+

Standard InChI Key: DFVFPJDIMAIJDP-KAVGSWPWSA-N

Alternative Forms:

ALA2079269
(3E,5E)-3,5-bis[(4-hydroxyphenyl)methylidene]piperidin-4-one;hydrochloride
Parent:

ALA2079269
(3E,5E)-3,5-bis[(4-hydroxyphenyl)methylidene]piperidin-4-one

L1210 (27553 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

B16 (5829 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapk14 MAP kinase p38 (226 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 307.35	Molecular Weight (Monoisotopic): 307.1208	AlogP: 2.74	#Rotatable Bonds: 2
Polar Surface Area: 69.56	Molecular Species: NEUTRAL	HBA: 4	HBD: 3
#RO5 Violations: 0	HBA (Lipinski): 4	HBD (Lipinski): 3	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.70	CX Basic pKa: 6.46	CX LogP: 3.29	CX LogD: 3.22
Aromatic Rings: 2	Heavy Atoms: 23	QED Weighted: 0.75	Np Likeness Score: 0.21

1. Gregory M, Dandavati A, Lee M, Tzou S, Savagian M, Brien KA, Satam V, Patil P, Lee M. (2013) Synthesis, cytotoxicity, and structureactivity insight of NH- and N-methyl-3,5-bis-(arylidenyl)-4-piperidones, 22 (11): [10.1007/s00044-013-0557-9]
2. Wu J, Zhang Y, Cai Y, Wang J, Weng B, Tang Q, Chen X, Pan Z, Liang G, Yang S.. (2013) Discovery and evaluation of piperid-4-one-containing mono-carbonyl analogs of curcumin as anti-inflammatory agents., 21 (11): [PMID:23611769] [10.1016/j.bmc.2013.03.057]
3. Moreira J, Saraiva L, Pinto MM, Cidade H.. (2020) Diarylpentanoids with antitumor activity: A critical review of structure-activity relationship studies., 192 [PMID:32172081] [10.1016/j.ejmech.2020.112177]

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