2-((4-methoxyphenyl)(pyridin-3-yl)methylthio)benzo[d]thiazole

ID: ALA558528

PubChem CID: 45273731

Max Phase: Preclinical

Molecular Formula: C20H16N2OS2

Molecular Weight: 364.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(Sc2nc3ccccc3s2)c2cccnc2)cc1

Standard InChI:  InChI=1S/C20H16N2OS2/c1-23-16-10-8-14(9-11-16)19(15-5-4-12-21-13-15)25-20-22-17-6-2-3-7-18(17)24-20/h2-13,19H,1H3

Standard InChI Key:  BWXCRJRBGSICNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -1.7256   -6.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7815   -6.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -5.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2104   -6.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4959   -6.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -7.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0756   -7.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4881   -8.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -8.5004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7256   -7.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
  6  1  1  0
  1  2  2  0
 13 16  1  0
 15 14  1  0
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  3  4  2  0
 15 16  2  0
  7  8  1  0
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  4  9  1  0
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  4  5  1  0
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 20 15  1  0
  9 10  1  0
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  2  3  1  0
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  5  6  2  0
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 24 25  2  0
 25 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA558528

   2-[(4-Methoxyphenyl)-pyridin-3-ylmethyl]sulfanyl-1,3-benzothiazole

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: 364.50

Molecular Weight (Monoisotopic): 364.0704

AlogP: 5.58

#Rotatable Bonds: 5

Polar Surface Area: 35.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.79

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -1.52

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