2-(4-Methylpiperazin-1-yl)ethyl naphthalene-2-carboxylate

ID: ALA5283987

Max Phase: Preclinical

Molecular Formula: C18H22N2O2

Molecular Weight: 298.39

Names and Identifiers

Canonical SMILES:  CN1CCN(CCOC(=O)c2ccc3ccccc3c2)CC1

Standard InChI:  InChI=1S/C18H22N2O2/c1-19-8-10-20(11-9-19)12-13-22-18(21)17-7-6-15-4-2-3-5-16(15)14-17/h2-7,14H,8-13H2,1H3

Standard InChI Key:  XANINQRTAHTGQS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.1438    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731   -1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2877   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2877   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5731    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8585   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146    1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438    0.2061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1438    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    1.0307    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8584   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877    1.4429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 16 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283987

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 298.39

Molecular Weight (Monoisotopic): 298.1681

AlogP: 2.24

#Rotatable Bonds: 4

Polar Surface Area: 32.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.70

CX LogP: 2.83

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -0.95

References

1. Aranha CMSQ, Reiner-Link D, Leitzbach LR, Lopes FB, Stark H, Fernandes JPS..  (2023)  Multitargeting approaches to cognitive impairment: Synthesis of aryl-alkylpiperazines and assessment at cholinesterases, histamine H₃ and dopamine D₃ receptors.,  78  [PMID:36542960] [10.1016/j.bmc.2022.117132]

Source

Source(1):

• Scientific Literature