N-[(5-chloro-8-quinolyl)methyl]-2-(3-pyridyl)ethanamine

ID: ALA5079273

PubChem CID: 71918570

Max Phase: Preclinical

Molecular Formula: C17H16ClN3

Molecular Weight: 297.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(CNCCc2cccnc2)c2ncccc12

Standard InChI:  InChI=1S/C17H16ClN3/c18-16-6-5-14(17-15(16)4-2-9-21-17)12-20-10-7-13-3-1-8-19-11-13/h1-6,8-9,11,20H,7,10,12H2

Standard InChI Key:  DTHKRTLCEIKEDM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.1398    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1380   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8544    0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5689   -0.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5591   -1.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1338   -1.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8454   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5686    1.4437    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003    0.2066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8573    0.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689   -1.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591   -1.4418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  2  6  1  0
  6  7  1  0
  8  7  2  0
  5  9  1  0
 10  9  2  0
 10  8  1  0
  2 11  1  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5079273

   N-[(5-chloroquinolin-8-yl)methyl]-2-pyridin-3-ylethanamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 297.79

Molecular Weight (Monoisotopic): 297.1033

AlogP: 3.62

#Rotatable Bonds: 5

Polar Surface Area: 37.81

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.41

CX LogP: 3.09

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -1.29

References

1. Levit Kaplan A, Strachan RT, Braz JM, Craik V, Slocum S, Mangano T, Amabo V, O'Donnell H, Lak P, Basbaum AI, Roth BL, Shoichet BK..  (2022)  Structure-Based Design of a Chemical Probe Set for the 5-HT_5A Serotonin Receptor.,  65  (5.0): [PMID:35195401] [10.1021/acs.jmedchem.1c02031]

Source

Source(1):

• Scientific Literature