ID: ALA2431018

Max Phase: Preclinical

Molecular Formula: C21H20N2O5S

Molecular Weight: 412.47

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(CNS(=O)(=O)c1ccc(OCc2cccc(-c3ccccc3)c2)cc1)NO

Standard InChI:  InChI=1S/C21H20N2O5S/c24-21(23-25)14-22-29(26,27)20-11-9-19(10-12-20)28-15-16-5-4-8-18(13-16)17-6-2-1-3-7-17/h1-13,22,25H,14-15H2,(H,23,24)

Standard InChI Key:  URIKLEJPYMMEBH-UHFFFAOYSA-N

Associated Targets(Human)

Matrix metalloproteinase 9 6779 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Matrix metalloproteinase 14 1592 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Matrix metalloproteinase-2 6627 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Matrix metalloproteinase-1 7046 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

ADAM17 3550 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: 412.47Molecular Weight (Monoisotopic): 412.1093AlogP: 2.72#Rotatable Bonds: 8
Polar Surface Area: 104.73Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: 0HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: 8.74CX Basic pKa: CX LogP: 2.68CX LogD: 2.67
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.39Np Likeness Score: -1.00

References

1. Nuti E, Casalini F, Santamaria S, Fabbi M, Carbotti G, Ferrini S, Marinelli L, La Pietra V, Novellino E, Camodeca C, Orlandini E, Nencetti S, Rossello A..  (2013)  Selective arylsulfonamide inhibitors of ADAM-17: hit optimization and activity in ovarian cancer cell models.,  56  (20): [PMID:24044434] [10.1021/jm4011753]

Source