2-(2-azabicyclo[2.2.2]octan-2-ylmethyl)-3-hydroxynaphthalene-1,4-dione

ID: ALA2022330

Chembl Id: CHEMBL2022330

PubChem CID: 70687699

Max Phase: Preclinical

Molecular Formula: C18H19NO3

Molecular Weight: 297.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(O)=C(CN2CC3CCC2CC3)C(=O)c2ccccc21

Standard InChI:  InChI=1S/C18H19NO3/c20-16-13-3-1-2-4-14(13)17(21)18(22)15(16)10-19-9-11-5-7-12(19)8-6-11/h1-4,11-12,22H,5-10H2

Standard InChI Key:  QUTMLSWQBYHOIR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2022330

   3-(2-Azabicyclo[2.2.2]octan-2-ylmethyl)-4-hydroxynaphthalene-1,2-dione

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: 297.35

Molecular Weight (Monoisotopic): 297.1365

AlogP: 2.75

#Rotatable Bonds: 2

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.77

CX Basic pKa: 7.50

CX LogP: 0.22

CX LogD: 0.01

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.91

Np Likeness Score: 0.32

References

1. da Silva Júnior EN, de Melo IM, Diogo EB, Costa VA, de Souza Filho JD, Valença WO, Camara CA, de Oliveira RN, de Araujo AS, Emery FS, dos Santos MR, de Simone CA, Menna-Barreto RF, de Castro SL..  (2012)  On the search for potential anti-Trypanosoma cruzi drugs: synthesis and biological evaluation of 2-hydroxy-3-methylamino and 1,2,3-triazolic naphthoquinoidal compounds obtained by click chemistry reactions.,  52  [PMID:22483633] [10.1016/j.ejmech.2012.03.039]

2. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Antimalarial application of quinones: A recent update.,  210  [PMID:33333397] [10.1016/j.ejmech.2020.113084]

Source

Source(1):

• Scientific Literature