2-(4-((4-(3-aminopropylamino)butylamino)methyl)phenoxy)anthracene-1,4-dione tris(trifluoroacetate salt)

ID: ALA2179006

PubChem CID: 71459095

Max Phase: Preclinical

Molecular Formula: C30H32F3N3O5

Molecular Weight: 457.57

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  NCCCNCCCCNCc1ccc(OC2=CC(=O)c3cc4ccccc4cc3C2=O)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C28H31N3O3.C2HF3O2/c29-12-5-15-30-13-3-4-14-31-19-20-8-10-23(11-9-20)34-27-18-26(32)24-16-21-6-1-2-7-22(21)17-25(24)28(27)33;3-2(4,5)1(6)7/h1-2,6-11,16-18,30-31H,3-5,12-15,19,29H2;(H,6,7)

Standard InChI Key:  NIKREXHRZDORJU-UHFFFAOYSA-N

Molfile:  

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M  END

Associated Targets(non-human)

TPR Trypanothione reductase (189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L6 (7924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei rhodesiense (7991 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: 457.57Molecular Weight (Monoisotopic): 457.2365AlogP: 3.99#Rotatable Bonds: 12
Polar Surface Area: 93.45Molecular Species: BASEHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 10.52CX LogP: 2.80CX LogD: -2.73
Aromatic Rings: 3Heavy Atoms: 34QED Weighted: 0.36Np Likeness Score: 0.30

References

1. Lizzi F, Veronesi G, Belluti F, Bergamini C, López-Sánchez A, Kaiser M, Brun R, Krauth-Siegel RL, Hall DG, Rivas L, Bolognesi ML..  (2012)  Conjugation of quinones with natural polyamines: toward an expanded antitrypanosomatid profile.,  55  (23): [PMID:23153330] [10.1021/jm301112z]

Source