ID: ALA63052

Max Phase: Preclinical

Molecular Formula: C17H18N2O6

Molecular Weight: 346.34

Molecule Type: Small molecule

Associated Items:

Representations

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

Standard InChI:  InChI=1S/C17H18N2O6/c20-12-4-2-10(8-14(12)22)16(24)18-6-1-7-19-17(25)11-3-5-13(21)15(23)9-11/h2-5,8-9,20-23H,1,6-7H2,(H,18,24)(H,19,25)

Standard InChI Key:  ORSDFVQUISPDOF-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

Properties

Molecular Weight: 346.34Molecular Weight (Monoisotopic): 346.1165AlogP: 1.06#Rotatable Bonds: 6
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: 0.77CX LogD: 0.70
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.34Np 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