3-((4-methoxyphenyl)(naphthalen-2-ylthio)methyl)pyridine

ID: ALA550607

PubChem CID: 45270243

Max Phase: Preclinical

Molecular Formula: C23H19NOS

Molecular Weight: 357.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(Sc2ccc3ccccc3c2)c2cccnc2)cc1

Standard InChI:  InChI=1S/C23H19NOS/c1-25-21-11-8-18(9-12-21)23(20-7-4-14-24-16-20)26-22-13-10-17-5-2-3-6-19(17)15-22/h2-16,23H,1H3

Standard InChI Key:  JGVRYGGYUBWTQV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.3610   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0755   -1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0755   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3610   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6465   -1.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9321   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5044   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2189   -2.8750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5044   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9334   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6478   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6478   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9334   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2189   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2189   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5044   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899   -5.3500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7899   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3623   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3623   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0768   -2.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7912   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7912   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0768   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
 13 22  1  0
  1  2  2  0
 21 14  1  0
  1  7  1  0
 14 15  2  0
 15 12  1  0
  3  4  2  0
 11 16  2  0
  7  8  1  0
 16 17  1  0
 17 18  2  0
  4  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 11  1  0
  9 10  1  0
  2  3  1  0
 21 22  1  0
  9 11  1  0
 22 23  2  0
  5  6  2  0
 23 24  1  0
 10 12  1  0
 24 25  2  0
  6  1  1  0
 25 26  1  0
 26 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA550607

   3-[(4-Methoxyphenyl)-naphthalen-2-ylsulfanylmethyl]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: 357.48

Molecular Weight (Monoisotopic): 357.1187

AlogP: 6.13

#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: 5.52

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -0.97

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