3-((4-methoxyphenyl)(o-tolylthio)methyl)pyridine

ID: ALA560600

PubChem CID: 45269415

Max Phase: Preclinical

Molecular Formula: C20H19NOS

Molecular Weight: 321.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(Sc2ccccc2C)c2cccnc2)cc1

Standard InChI:  InChI=1S/C20H19NOS/c1-15-6-3-4-8-19(15)23-20(17-7-5-13-21-14-17)16-9-11-18(22-2)12-10-16/h3-14,20H,1-2H3

Standard InChI Key:  PMJSBVQQYXXWGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.5813    2.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669    2.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669    1.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    1.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958    1.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958    2.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    3.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958    4.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813    0.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669    0.0100    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958    0.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -0.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103    0.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7247    0.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7247   -0.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0103   -1.2275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2958   -0.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -1.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -2.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8669   -2.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -2.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -1.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4379   -0.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 11 13  2  0
  1  2  2  0
 13 14  1  0
  1  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 11  1  0
 12 18  2  0
  4  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
  9 10  1  0
 20 21  1  0
  2  3  1  0
 21 22  2  0
 22 12  1  0
  9 11  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA560600

   3-[(4-Methoxyphenyl)-(2-methylphenyl)sulfanylmethyl]pyridine

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: 321.45

Molecular Weight (Monoisotopic): 321.1187

AlogP: 5.28

#Rotatable Bonds: 5

Polar Surface Area: 22.12

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.79

CX LogP: 5.04

CX LogD: 5.04

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.08

References

1. Kumar S, Das SK, Dey S, Maity P, Guha M, Choubey V, Panda G, Bandyopadhyay U..  (2008)  Antiplasmodial activity of [(aryl)arylsulfanylmethyl]Pyridine.,  52  (2): [PMID:18025110] [10.1128/aac.00898-07]

Source

Source(1):

• Scientific Literature