1-(4-fluorobenzylideneamino)-5'-oxo-1,5-dihydro-10H-spiro[acridine-9,2-pyrrole]-4-carbonitrile

ID: ALA4288186

Chembl Id: CHEMBL4288186

PubChem CID: 145991175

Max Phase: Preclinical

Molecular Formula: C24H15FN4O

Molecular Weight: 394.41

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N#CC1=CC2(c3ccccc3Nc3ccccc32)N(/N=C/c2ccc(F)cc2)C1=O

Standard InChI:  InChI=1S/C24H15FN4O/c25-18-11-9-16(10-12-18)15-27-29-23(30)17(14-26)13-24(29)19-5-1-3-7-21(19)28-22-8-4-2-6-20(22)24/h1-13,15,28H/b27-15+

Standard InChI Key:  DMCYKACABJAPIE-JFLMPSFJSA-N

Alternative Forms

  1. Parent:

    ALA4288186

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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: 394.41Molecular Weight (Monoisotopic): 394.1230AlogP: 4.45#Rotatable Bonds: 2
Polar Surface Area: 68.49Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 0.94CX LogP: 4.43CX LogD: 4.43
Aromatic Rings: 3Heavy Atoms: 30QED Weighted: 0.65Np Likeness Score: -0.61

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