[2-(3-Isopropyl-quinolin-2-ylsulfanyl)-ethyl]-dimethyl-amine hydrochloride

ID: ALA539014

PubChem CID: 3028230

Max Phase: Preclinical

Molecular Formula: C16H23ClN2S

Molecular Weight: 274.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2ccccc2nc1SCCN(C)C.Cl

Standard InChI:  InChI=1S/C16H22N2S.ClH/c1-12(2)14-11-13-7-5-6-8-15(13)17-16(14)19-10-9-18(3)4;/h5-8,11-12H,9-10H2,1-4H3;1H

Standard InChI Key:  VUKDHRQGHZISMW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    5.0929    1.5037    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
   -3.9091    1.5019    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -1.5019    0.0000 C   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
   -6.2404    5.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1622    5.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -2.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494   -0.9039    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
  2  3  2  0
  2  4  1  0
  4  5  2  0
  3  6  1  0
  5  7  1  0
  6  7  1  0
  2  8  1  0
  4  9  1  0
  8 11  1  0
 10 12  1  0
 11 12  1  0
  6 13  2  0
  7 14  2  0
 10 15  1  0
 10 16  1  0
  9 17  1  0
  9 18  1  0
 14 19  1  0
 13 20  1  0
 19 20  2  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: 274.43

Molecular Weight (Monoisotopic): 274.1504

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 16.13

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.51

CX LogP: 4.36

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -1.21

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