Diethyl-[2-(3-phenyl-quinolin-2-ylsulfanyl)-ethyl]-amine hydrochloride

ID: ALA544531

PubChem CID: 13200279

Max Phase: Preclinical

Molecular Formula: C21H25ClN2S

Molecular Weight: 336.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCSc1nc2ccccc2cc1-c1ccccc1.Cl

Standard InChI:  InChI=1S/C21H24N2S.ClH/c1-3-23(4-2)14-15-24-21-19(17-10-6-5-7-11-17)16-18-12-8-9-13-20(18)22-21;/h5-13,16H,3-4,14-15H2,1-2H3;1H

Standard InChI Key:  JJZNMTWFGODENM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    5.0929    1.8795    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2025    5.2568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2049    3.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -3.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2071   -0.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5006    6.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9029    6.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4988    7.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9024    7.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2093   -3.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5067   -1.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5078   -3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  3  6  1  0
  5  7  1  0
  6  7  1  0
  4  8  1  0
  2  9  1  0
  9 11  1  0
 10 12  1  0
 11 12  1  0
  6 13  2  0
  7 14  2  0
  8 15  2  0
  8 16  1  0
 10 17  1  0
 10 18  1  0
 17 19  1  0
 18 20  1  0
 14 21  1  0
 13 22  1  0
 21 22  2  0
 15 23  1  0
 16 24  2  0
 23 25  2  0
 24 25  1  0
M  END

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: 336.50

Molecular Weight (Monoisotopic): 336.1660

AlogP: 5.34

#Rotatable Bonds: 7

Polar Surface Area: 16.13

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.02

CX LogP: 5.47

CX LogD: 3.84

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -1.14

References

1. Blackburn TP, Cox B, Guildford AJ, Le Count DJ, Middlemiss DN, Pearce RJ, Thornber CW..  (1987)  Synthesis and 5-hydroxytryptamine antagonist activity of 2-[[2-(dimethylamino)ethyl]thio]-3-phenylquinoline and its analogues.,  30  (12): [PMID:3681895] [10.1021/jm00395a013]

Source

Source(1):

• Scientific Literature