1-(3-ethoxy-4-hydroxybenzylideneamino)-5-oxo-1,5-dihydro-10H-spiro[acridine-9,2-pyrrole]-4-carbonitrile

ID: ALA4280100

Chembl Id: CHEMBL4280100

PubChem CID: 145979431

Max Phase: Preclinical

Molecular Formula: C26H20N4O3

Molecular Weight: 436.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOc1cc(/C=N/N2C(=O)C(C#N)=CC23c2ccccc2Nc2ccccc23)ccc1O

Standard InChI:  InChI=1S/C26H20N4O3/c1-2-33-24-13-17(11-12-23(24)31)16-28-30-25(32)18(15-27)14-26(30)19-7-3-5-9-21(19)29-22-10-6-4-8-20(22)26/h3-14,16,29,31H,2H2,1H3/b28-16+

Standard InChI Key:  UMDSEHGIYIDVEP-LQKURTRISA-N

Alternative Forms

  1. Parent:

    ALA4280100

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Associated Targets(Human)

TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ALB Serum albumin (1163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Calf thymus DNA (4845 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: 436.47Molecular Weight (Monoisotopic): 436.1535AlogP: 4.42#Rotatable Bonds: 4
Polar Surface Area: 97.95Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 9.40CX Basic pKa: 1.10CX LogP: 4.18CX LogD: 4.18
Aromatic Rings: 3Heavy Atoms: 33QED Weighted: 0.59Np Likeness Score: -0.19

References

1. Gouveia RG, Ribeiro AG, Segundo MÂSP, de Oliveira JF, de Lima MDCA, de Lima Souza TRC, de Almeida SMV, de Moura RO..  (2018)  Synthesis, DNA and protein interactions and human topoisomerase inhibition of novel Spiroacridine derivatives.,  26  (22): [PMID:30420325] [10.1016/j.bmc.2018.10.038]

Source