2-(4-((5-Aminopentylamino)methyl)phenoxy)anthracene-1,4-dione bis(Trifluoroacetate Salt)

ID: ALA2179000

PubChem CID: 71455461

Max Phase: Preclinical

Molecular Formula: C28H27F3N2O5

Molecular Weight: 414.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCCNCc1ccc(OC2=CC(=O)c3cc4ccccc4cc3C2=O)cc1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C26H26N2O3.C2HF3O2/c27-12-4-1-5-13-28-17-18-8-10-21(11-9-18)31-25-16-24(29)22-14-19-6-2-3-7-20(19)15-23(22)26(25)30;3-2(4,5)1(6)7/h2-3,6-11,14-16,28H,1,4-5,12-13,17,27H2;(H,6,7)

Standard InChI Key:  RHHNWJCCBPASBZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   27.7253   -9.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  9 10  1  0
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 12 37  1  0
 37 38  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.51

Molecular Weight (Monoisotopic): 414.1943

AlogP: 4.40

#Rotatable Bonds: 9

Polar Surface Area: 81.42

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.26

CX LogP: 3.55

CX LogD: -0.94

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: 0.37

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

Source(1):

• Scientific Literature