ID: ALA407108

Max Phase: Preclinical

Molecular Formula: C16H16FNO2

Molecular Weight: 273.31

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  Cc1ccc(Nc2c(C)cccc2F)c(CC(=O)O)c1

Standard InChI:  InChI=1S/C16H16FNO2/c1-10-6-7-14(12(8-10)9-15(19)20)18-16-11(2)4-3-5-13(16)17/h3-8,18H,9H2,1-2H3,(H,19,20)

Standard InChI Key:  BEPVYLGDHNCAOD-UHFFFAOYSA-N

Associated Targets(Human)

Cyclooxygenase-2 13999 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cyclooxygenase-1 5266 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cyclooxygenase-2 1939 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

Properties

Molecular Weight: 273.31Molecular Weight (Monoisotopic): 273.1165AlogP: 3.81#Rotatable Bonds: 4
Polar Surface Area: 49.33Molecular Species: ACIDHBA: 2HBD: 2
#RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 2#RO5 Violations (Lipinski): 0
CX Acidic pKa: 4.50CX Basic pKa: CX LogP: 4.22CX LogD: 1.41
Aromatic Rings: 2Heavy Atoms: 20QED Weighted: 0.89Np Likeness Score: -1.24

References

1. Blobaum AL, Marnett LJ..  (2007)  Molecular determinants for the selective inhibition of cyclooxygenase-2 by lumiracoxib.,  282  (22): [PMID:17434872] [10.1074/jbc.m609883200]
2. Windsor MA, Valk PL, Xu S, Banerjee S, Marnett LJ..  (2013)  Exploring the molecular determinants of substrate-selective inhibition of cyclooxygenase-2 by lumiracoxib.,  23  (21): [PMID:24060487] [10.1016/j.bmcl.2013.08.097]

Source