[2-(4-Methoxy-3-o-tolyl-quinolin-2-ylsulfanyl)-ethyl]-dimethyl-amine hydrochloride

ID: ALA543831

PubChem CID: 14001273

Max Phase: Preclinical

Molecular Formula: C21H25ClN2OS

Molecular Weight: 352.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccccc2C)c(SCCN(C)C)nc2ccccc12.Cl

Standard InChI:  InChI=1S/C21H24N2OS.ClH/c1-15-9-5-6-10-16(15)19-20(24-4)17-11-7-8-12-18(17)22-21(19)25-14-13-23(2)3;/h5-12H,13-14H2,1-4H3;1H

Standard InChI Key:  YLBABHSTPCCLLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    5.0929   -1.1278    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
   -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
   -1.2964   -1.4973    0.0000 N   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
    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
   -3.9097    3.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    2.9981    0.0000 O   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
    1.2964    1.4973    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
    1.2964   -1.4973    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
   -2.8709    3.6035    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
   -6.2404   -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
   -2.3272    3.6028    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
   -6.5067    1.5010    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
   -6.5078    3.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  2  0
  3  5  2  0
  4  6  1  0
  2  7  1  0
  5  8  1  0
  6  8  1  0
  3  9  1  0
  7 10  1  0
  4 11  1  0
  9 13  1  0
  6 14  2  0
  7 15  2  0
  8 16  2  0
 12 17  1  0
 13 17  1  0
 10 18  1  0
 10 19  2  0
 12 20  1  0
 12 21  1  0
 11 22  1  0
 14 23  1  0
 15 24  1  0
 16 25  1  0
 23 25  2  0
 19 26  1  0
 24 26  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: 352.50

Molecular Weight (Monoisotopic): 352.1609

AlogP: 4.87

#Rotatable Bonds: 6

Polar Surface Area: 25.36

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.45

CX LogP: 5.12

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -0.75

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