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N-(biphenyl-4-ylmethyl)-5-hydroxy-2-methyl-4-thioxo-4H-pyran-3-carboxamide

ID: ALA498272

Chembl Id: CHEMBL498272

PubChem CID: 16726064

Max Phase: Preclinical

Molecular Formula: C20H17NO3S

Molecular Weight: 351.43

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: Cc1occ(O)c(=S)c1C(=O)NCc1ccc(-c2ccccc2)cc1

Standard InChI: InChI=1S/C20H17NO3S/c1-13-18(19(25)17(22)12-24-13)20(23)21-11-14-7-9-16(10-8-14)15-5-3-2-4-6-15/h2-10,12,22H,11H2,1H3,(H,21,23)

Standard InChI Key: NSHZQFVEIUWJLE-UHFFFAOYSA-N

Parent:

ALA498272
N-(biphenyl-4-ylmethyl)-5-hydroxy-2-methyl-4-thioxo-4H-pyran-3-carboxamide

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

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

MMP2 Tchem Matrix metalloproteinase-2 (6627 Activities)

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

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

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

MMP9 Tchem Matrix metalloproteinase 9 (6779 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: 351.43	Molecular Weight (Monoisotopic): 351.0929	AlogP: 4.62	#Rotatable Bonds: 4
Polar Surface Area: 62.47	Molecular Species: NEUTRAL	HBA: 4	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 4	HBD (Lipinski): 2	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 10.48	CX Basic pKa: ┄	CX LogP: 3.81	CX LogD: 3.81
Aromatic Rings: 3	Heavy Atoms: 25	QED Weighted: 0.67	Np Likeness Score: -0.58

1. Yan YL, Miller MT, Cao Y, Cohen SM.. (2009) Synthesis of hydroxypyrone- and hydroxythiopyrone-based matrix metalloproteinase inhibitors: developing a structure-activity relationship., 19 (7): [PMID:19261472] [10.1016/j.bmcl.2009.02.044]
2. Arshad JZ, Hanif M.. (2022) Hydroxypyrone derivatives in drug discovery: from chelation therapy to rational design of metalloenzyme inhibitors., 13 (10.0): [PMID:36325396] [10.1039/d2md00175f]

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