3,3'-(((Pentane-1,5-diylbis(oxy))bis(4,1-phenylene))bis-(methylene))bis(5-(2-methoxyethyl)-4-methylthiazol-3-ium)Chloride

ID: ALA2314629

PubChem CID: 71520652

Max Phase: Preclinical

Molecular Formula: C33H44Cl2N2O4S2

Molecular Weight: 596.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCc1sc[n+](Cc2ccc(OCCCCCOc3ccc(C[n+]4csc(CCOC)c4C)cc3)cc2)c1C.[Cl-].[Cl-]

Standard InChI:  InChI=1S/C33H44N2O4S2.2ClH/c1-26-32(16-20-36-3)40-24-34(26)22-28-8-12-30(13-9-28)38-18-6-5-7-19-39-31-14-10-29(11-15-31)23-35-25-41-33(27(35)2)17-21-37-4;;/h8-15,24-25H,5-7,16-23H2,1-4H3;2*1H/q+2;;/p-2

Standard InChI Key:  VVDKGIPPQSSQOE-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

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   23.2954  -21.4996    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
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 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 36  1  0
 39 42  1  0
 22 14  1  0
 42  4  1  0
M  CHG  4   1  -1   4   1  14   1  43  -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: 596.86

Molecular Weight (Monoisotopic): 596.2732

AlogP: 6.10

#Rotatable Bonds: 18

Polar Surface Area: 44.68

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.89

CX LogD: -0.89

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.10

Np Likeness Score: -0.22

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