3-((4-chlorophenylthio)(4-methoxyphenyl)methyl)pyridine

ID: ALA570314

PubChem CID: 45271062

Max Phase: Preclinical

Molecular Formula: C19H16ClNOS

Molecular Weight: 341.86

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H16ClNOS/c1-22-17-8-4-14(5-9-17)19(15-3-2-12-21-13-15)23-18-10-6-16(20)7-11-18/h2-13,19H,1H3

Standard InChI Key:  SFODNIWQXLDPLG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.3325   -0.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -0.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -1.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -1.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -0.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470    1.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -2.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -3.0647    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -3.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7615   -4.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7615   -5.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -5.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -5.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -4.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6180   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -3.0647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -2.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0470   -6.3647    0.0000 Cl  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:

   

   ALA570314

   3-[(4-Chlorophenyl)sulfanyl-(4-methoxyphenyl)methyl]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: 341.86

Molecular Weight (Monoisotopic): 341.0641

AlogP: 5.63

#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: 5.13

CX LogD: 5.13

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.28

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