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1-(3-Hydroxy-phenyl)-3-(4-methanesulfonyl-phenyl)-propynone

ID: ALA364739

Chembl Id: CHEMBL364739

PubChem CID: 11543953

Max Phase: Preclinical

Molecular Formula: C16H12O4S

Molecular Weight: 300.33

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CS(=O)(=O)c1ccc(C#CC(=O)c2cccc(O)c2)cc1

Standard InChI: InChI=1S/C16H12O4S/c1-21(19,20)15-8-5-12(6-9-15)7-10-16(18)13-3-2-4-14(17)11-13/h2-6,8-9,11,17H,1H3

Standard InChI Key: SPIXUCBYSFERMW-UHFFFAOYSA-N

PTGS1 Cyclooxygenase-1 (5266 Activities)

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

PTGS2 Cyclooxygenase-2 (1953 Activities)

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

LOX1.1 Seed lipoxygenase-1 (463 Activities)

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

5-lipoxygenase (33 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: 300.33	Molecular Weight (Monoisotopic): 300.0456	AlogP: 2.03	#Rotatable Bonds: 2
Polar Surface Area: 71.44	Molecular Species: NEUTRAL	HBA: 4	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 4	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 8.79	CX Basic pKa: ┄	CX LogP: 2.44	CX LogD: 2.43
Aromatic Rings: 2	Heavy Atoms: 21	QED Weighted: 0.68	Np Likeness Score: -0.46

1. Rao PN, Chen QH, Knaus EE.. (2005) Synthesis and biological evaluation of 1,3-diphenylprop-2-yn-1-ones as dual inhibitors of cyclooxygenases and lipoxygenases., 15 (21): [PMID:16143531] [10.1016/j.bmcl.2005.07.036]
2. Rao PN, Chen QH, Knaus EE.. (2006) Synthesis and structure-activity relationship studies of 1,3-diarylprop-2-yn-1-ones: dual inhibitors of cyclooxygenases and lipoxygenases., 49 (5): [PMID:16509583] [10.1021/jm0510474]
3. Aparoy P, Kumar Reddy K, Kalangi SK, Chandramohan Reddy T, Reddanna P.. (2010) Pharmacophore modeling and virtual screening for designing potential 5-lipoxygenase inhibitors., 20 (3): [PMID:20045317] [10.1016/j.bmcl.2009.12.047]

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