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

ID: ALA155801

Chembl Id: CHEMBL155801

Max Phase: Preclinical

Molecular Formula: C27H40N2O3

Molecular Weight: 440.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(CCCC)CCCNC(=O)CCCCC1=C(C)C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C27H40N2O3/c1-4-6-18-29(19-7-5-2)20-12-17-28-25(30)16-11-10-13-22-21(3)26(31)23-14-8-9-15-24(23)27(22)32/h8-9,14-15H,4-7,10-13,16-20H2,1-3H3,(H,28,30)

Standard InChI Key:  MNXRSQQNTIAYRK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA155801

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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: 440.63

Molecular Weight (Monoisotopic): 440.3039

AlogP: 5.35

#Rotatable Bonds: 15

Polar Surface Area: 66.48

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.35

CX LogP: 4.89

CX LogD: 2.04

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.37

Np Likeness Score: -0.06

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