3,3'-(((Methylenebis(4,4'-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(5-(2-hydroxy ethyl)-4-methylthiazol-3-ium)Chloride

ID: ALA2314625

PubChem CID: 71520838

Max Phase: Preclinical

Molecular Formula: C29H36Cl2N2O4S2

Molecular Weight: 540.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CCO)sc[n+]1CCOc1ccc(Cc2ccc(OCC[n+]3csc(CCO)c3C)cc2)cc1.[Cl-].[Cl-]

Standard InChI:  InChI=1S/C29H36N2O4S2.2ClH/c1-22-28(11-15-32)36-20-30(22)13-17-34-26-7-3-24(4-8-26)19-25-5-9-27(10-6-25)35-18-14-31-21-37-29(12-16-33)23(31)2;;/h3-10,20-21,32-33H,11-19H2,1-2H3;2*1H/q+2;;/p-2

Standard InChI Key:  CLQJYLMUESOGCF-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

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   27.5157   -6.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3406   -6.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5843   -5.8672    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.9099   -5.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6719   -5.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.1042   -4.6250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  2  2  0
  3  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
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 37 11  1  0
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M  CHG  4   1  -1   2   1  14   1  39  -1
M  END

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: 540.75

Molecular Weight (Monoisotopic): 540.2106

AlogP: 3.82

#Rotatable Bonds: 14

Polar Surface Area: 66.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.75

CX LogD: -2.75

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.06

References

1. Caldarelli SA, El Fangour S, Wein S, Tran van Ba C, Périgaud C, Pellet A, Vial HJ, Peyrottes S..  (2013)  New bis-thiazolium analogues as potential antimalarial agents: design, synthesis, and biological evaluation.,  56  (2): [PMID:23289711] [10.1021/jm3014585]

Source

Source(1):

• Scientific Literature