N-{2-[(3,4-dihydroxybenzoyl)amino]ethyl}-3,4-dihydroxybenzamide

ID: ALA60045

Chembl Id: CHEMBL60045

PubChem CID: 10568546

Max Phase: Preclinical

Molecular Formula: C16H16N2O6

Molecular Weight: 332.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(NCCNC(=O)c1ccc(O)c(O)c1)c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C16H16N2O6/c19-11-3-1-9(7-13(11)21)15(23)17-5-6-18-16(24)10-2-4-12(20)14(22)8-10/h1-4,7-8,19-22H,5-6H2,(H,17,23)(H,18,24)

Standard InChI Key:  LCHGKQJOWSFRJA-UHFFFAOYSA-N

Associated Targets(non-human)

COMT Catechol O-methyltransferase (43 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

Calculated Properties

Molecular Weight: 332.31Molecular Weight (Monoisotopic): 332.1008AlogP: 0.67#Rotatable Bonds: 5
Polar Surface Area: 139.12Molecular Species: NEUTRALHBA: 6HBD: 6
#RO5 Violations: 1HBA (Lipinski): 8HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.15CX Basic pKa: CX LogP: 0.71CX LogD: 0.64
Aromatic Rings: 2Heavy Atoms: 24QED Weighted: 0.35Np Likeness Score: -0.15

References

1. Brevitt SE, Tan EW..  (1997)  Synthesis and in vitro evaluation of two progressive series of bifunctional polyhydroxybenzamide catechol-O-methyltransferase inhibitors.,  40  (13): [PMID:9207944] [10.1021/jm9605187]

Source