[N-(4-nitroacridin-9(10H)-on-1-yl)-aminoethylaminoethylamino-ethylamino]-1-nitroacridine

ID: ALA4798709

Chembl Id: CHEMBL4798709

PubChem CID: 162676006

Max Phase: Preclinical

Molecular Formula: C28H20N6O5

Molecular Weight: 520.51

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2[nH]c2c([N+](=O)[O-])ccc(NCCNc3c4ccccc4nc4cccc([N+](=O)[O-])c34)c12

Standard InChI:  InChI=1S/C28H20N6O5/c35-28-17-7-2-4-9-19(17)32-27-23(34(38)39)13-12-20(25(27)28)29-14-15-30-26-16-6-1-3-8-18(16)31-21-10-5-11-22(24(21)26)33(36)37/h1-13,29H,14-15H2,(H,30,31)(H,32,35)

Standard InChI Key:  WYCQWWHBUYKHQZ-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4798709

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Associated Targets(Human)

DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UMUC3 (278 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
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: 520.51Molecular Weight (Monoisotopic): 520.1495AlogP: 5.72#Rotatable Bonds: 7
Polar Surface Area: 156.09Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: 2HBA (Lipinski): 11HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.56CX Basic pKa: 7.29CX LogP: 7.01CX LogD: 6.77
Aromatic Rings: 6Heavy Atoms: 39QED Weighted: 0.10Np Likeness Score: -0.61

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