5-(8-Hydroxy-3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-pentanoic acid (3-dibutylamino-propyl)-amide

ID: ALA160637

Chembl Id: CHEMBL160637

Max Phase: Preclinical

Molecular Formula: C27H40N2O4

Molecular Weight: 456.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCCNC(=O)CCCCC1=C(C)C(=O)c2cccc(O)c2C1=O

Standard InChI:  InChI=1S/C27H40N2O4/c1-4-6-17-29(18-7-5-2)19-11-16-28-24(31)15-9-8-12-21-20(3)26(32)22-13-10-14-23(30)25(22)27(21)33/h10,13-14,30H,4-9,11-12,15-19H2,1-3H3,(H,28,31)

Standard InChI Key:  PABOXSDDWFGULW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA160637

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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: 456.63

Molecular Weight (Monoisotopic): 456.2988

AlogP: 5.06

#Rotatable Bonds: 15

Polar Surface Area: 86.71

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.26

CX Basic pKa: 10.36

CX LogP: 3.90

CX LogD: 3.09

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: 0.31

References

1. Salmon-Chemin L, Lemaire A, De Freitas S, Deprez B, Sergheraert C, Davioud-Charvet E..  (2000)  Parallel synthesis of a library of 1,4-naphthoquinones and automated screening of potential inhibitors of trypanothione reductase from Trypanosoma cruzi.,  10  (7): [PMID:10762041] [10.1016/s0960-894x(00)00056-1]

2. Jagu E, Pomel S, Pethe S, Loiseau PM, Labruère R..  (2017)  Polyamine-based analogs and conjugates as antikinetoplastid agents.,  139  [PMID:28886510] [10.1016/j.ejmech.2017.08.014]

Source

Source(1):

• Scientific Literature