6'-amino-9'-nitro-2-oxo-1',2',3',4'-tetrahydro-2H-spiro[acenaphthylene-1,8'-pyrido[1,2-a]pyrimidine]-7'-carbonitrile

ID: ALA3764900

Chembl Id: CHEMBL3764900

PubChem CID: 127028376

Max Phase: Preclinical

Molecular Formula: C20H15N5O3

Molecular Weight: 373.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)N2CCCNC2=C([N+](=O)[O-])C12C(=O)c1cccc3cccc2c13

Standard InChI:  InChI=1S/C20H15N5O3/c21-10-14-18(22)24-9-3-8-23-19(24)16(25(27)28)20(14)13-7-2-5-11-4-1-6-12(15(11)13)17(20)26/h1-2,4-7,23H,3,8-9,22H2

Standard InChI Key:  DBPONSACNGZLMB-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA3764900

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Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Tclin Butyrylcholinesterase (7174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Tclin Cholinesterases; ACHE & BCHE (1222 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: 373.37Molecular Weight (Monoisotopic): 373.1175AlogP: 1.72#Rotatable Bonds: 1
Polar Surface Area: 125.29Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 0.01CX LogP: 1.36CX LogD: 1.36
Aromatic Rings: 2Heavy Atoms: 28QED Weighted: 0.58Np Likeness Score: -0.51

References

1. Maryamabadi A, Hasaninejad A, Nowrouzi N, Mohebbi G, Asghari B..  (2016)  Application of PEG-400 as a green biodegradable polymeric medium for the catalyst-free synthesis of spiro-dihydropyridines and their use as acetyl and butyrylcholinesterase inhibitors.,  24  (6): [PMID:26879857] [10.1016/j.bmc.2016.02.019]

Source