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

ID: ALA560680

PubChem CID: 45267681

Max Phase: Preclinical

Molecular Formula: C20H19NOS

Molecular Weight: 321.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(Sc2ccc(C)cc2)c2cccnc2)cc1

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

Standard InChI Key:  HJESHSUUGLFUSM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.3259    0.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -0.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -1.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -1.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -1.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -0.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259    0.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114    1.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -2.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -2.8068    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -2.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -3.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030   -4.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030   -4.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -5.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -4.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -4.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0404   -3.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549   -4.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4693   -3.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4693   -2.8068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549   -2.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6114   -6.1068    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
 12 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 12  1  0
 11 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 11  1  0
  9 11  1  0
 15 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA560680

   3-[(4-Methoxyphenyl)-(4-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: -1.16

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