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

ID: ALA544293

PubChem CID: 13200208

Max Phase: Preclinical

Molecular Formula: C18H19ClN2S

Molecular Weight: 294.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCSc1nc2ccccc2cc1-c1ccccc1.Cl

Standard InChI:  InChI=1S/C18H18N2S.ClH/c1-19-11-12-21-18-16(14-7-3-2-4-8-14)13-15-9-5-6-10-17(15)20-18;/h2-10,13,19H,11-12H2,1H3;1H

Standard InChI Key:  IJPHQUUJCRLHOH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    5.0929    1.1291    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
    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
   -3.9067    3.0027    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
   -5.2049    3.7560    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
    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
   -6.5067   -1.5010    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
   -6.5078   -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
  6 11  2  0
  7 12  2  0
  9 13  1  0
  8 14  1  0
  8 15  2  0
 10 16  1  0
 13 16  1  0
 10 17  1  0
 11 18  1  0
 12 19  1  0
 18 19  2  0
 15 20  1  0
 14 21  2  0
 20 22  2  0
 21 22  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: 294.42

Molecular Weight (Monoisotopic): 294.1191

AlogP: 4.21

#Rotatable Bonds: 5

Polar Surface Area: 24.92

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.41

CX LogP: 4.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: -0.76

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