5-(3-(4-(3-amino-3-(1-nitroacridin-2-yl)propyl)piperazin-1-yl)propylamino)-8-hydroxy-6H-[1,2,3]triazolo[4,5,1-de]acridin-6-one

ID: ALA4780273

Chembl Id: CHEMBL4780273

PubChem CID: 162662615

Max Phase: Preclinical

Molecular Formula: C36H37N9O4

Molecular Weight: 659.75

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C1C2=C(NCCCN3CCN(CCCNc4c5ccccc5nc5cccc([N+](=O)[O-])c45)CC3)C=CC3N=NN(c4ccc(O)cc41)C23

Standard InChI:  InChI=1S/C36H37N9O4/c46-23-10-13-30-25(22-23)36(47)33-27(11-12-29-35(33)44(30)41-40-29)37-14-4-16-42-18-20-43(21-19-42)17-5-15-38-34-24-6-1-2-7-26(24)39-28-8-3-9-31(32(28)34)45(48)49/h1-3,6-13,22,29,35,37,46H,4-5,14-21H2,(H,38,39)

Standard InChI Key:  MJVKGZNKHPBBSW-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4780273

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Associated Targets(Human)

DU-145 (51482 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
ASPC1 (1310 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: 659.75Molecular Weight (Monoisotopic): 659.2969AlogP: 5.05#Rotatable Bonds: 11
Polar Surface Area: 151.83Molecular Species: NEUTRALHBA: 12HBD: 3
#RO5 Violations: 3HBA (Lipinski): 13HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 9.43CX Basic pKa: 8.02CX LogP: 3.50CX LogD: 2.67
Aromatic Rings: 4Heavy Atoms: 49QED Weighted: 0.09Np Likeness Score: -0.44

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