3-carbamoyl-4-(4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrazino[2,1-a]isoquinoline-2-carbonyl)-1,2,5-oxadiazole 2-oxide

ID: ALA3322287

Chembl Id: CHEMBL3322287

PubChem CID: 118710023

Max Phase: Preclinical

Molecular Formula: C16H15N5O5

Molecular Weight: 357.33

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  NC(=O)c1c(C(=O)N2CC(=O)N3CCc4ccccc4C3C2)no[n+]1[O-]

Standard InChI:  InChI=1S/C16H15N5O5/c17-15(23)14-13(18-26-21(14)25)16(24)19-7-11-10-4-2-1-3-9(10)5-6-20(11)12(22)8-19/h1-4,11H,5-8H2,(H2,17,23)

Standard InChI Key:  DSXZVYYFHLNOCS-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3322287

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Associated Targets(non-human)

Schistosoma mansoni (6170 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TGR Thioredoxin glutathione reductase (28579 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: 357.33Molecular Weight (Monoisotopic): 357.1073AlogP: -1.01#Rotatable Bonds: 2
Polar Surface Area: 136.68Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 10HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 10.07CX Basic pKa: CX LogP: -2.46CX LogD: -2.47
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.68Np Likeness Score: -0.86

References

1. Guglielmo S, Cortese D, Vottero F, Rolando B, Kommer VP, Williams DL, Fruttero R, Gasco A..  (2014)  New praziquantel derivatives containing NO-donor furoxans and related furazans as active agents against Schistosoma mansoni.,  84  [PMID:25016371] [10.1016/j.ejmech.2014.07.007]

Source