5-(3-(4-(3-amino-3-(2-nitro-1,2-dihydroacridin-2-yl)propyl)piperazin-1-yl)propylamino)-6H-imidazo[4,5,1-de]acridin-6-one

ID: ALA4797826

Chembl Id: CHEMBL4797826

PubChem CID: 162674989

Max Phase: Preclinical

Molecular Formula: C37H38N8O3

Molecular Weight: 642.76

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1C2=C(NCCCN3CCN(CCCNc4c5ccccc5nc5cccc([N+](=O)[O-])c45)CC3)C=CC3N=CN(c4ccccc41)C23

Standard InChI:  InChI=1S/C37H38N8O3/c46-37-26-9-2-4-12-31(26)44-24-40-30-15-14-28(34(37)36(30)44)38-16-6-18-42-20-22-43(23-21-42)19-7-17-39-35-25-8-1-3-10-27(25)41-29-11-5-13-32(33(29)35)45(47)48/h1-5,8-15,24,30,36,38H,6-7,16-23H2,(H,39,41)

Standard InChI Key:  FLLQVCDDRMOMKL-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4797826

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Associated Targets(Human)

DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PANC-1 (6144 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MIA PaCa-2 (5949 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BXPC-3 (2997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ASPC1 (1310 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Capan-2 (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
quadruplex DNA (2700 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

W256 (236 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 642.76Molecular Weight (Monoisotopic): 642.3067AlogP: 5.00#Rotatable Bonds: 11
Polar Surface Area: 119.24Molecular Species: NEUTRALHBA: 10HBD: 2
#RO5 Violations: 2HBA (Lipinski): 11HBD (Lipinski): 2#RO5 Violations (Lipinski): 3
CX Acidic pKa: CX Basic pKa: 8.17CX LogP: 3.47CX LogD: 2.46
Aromatic Rings: 4Heavy Atoms: 48QED Weighted: 0.10Np Likeness Score: -0.37

References

1. Paluszkiewicz E,Horowska B,Borowa-Mazgaj B,Peszyńska-Sularz G,Paradziej-Łukowicz J,Augustin E,Konopa J,Mazerska Z.  (2020)  Design, synthesis and high antitumor potential of new unsymmetrical bisacridine derivatives towards human solid tumors, specifically pancreatic cancers and their unique ability to stabilize DNA G-quadruplexes.,  204  [PMID:32736230] [10.1016/j.ejmech.2020.112599]

Source