3,3'-(Naphthalene-1,4-diylbis(butane-4,1-diyl))bis(5-(2-methoxyethyl)-4-methylthiazol-3-ium)Chloride

ID: ALA2314637

PubChem CID: 71521375

Max Phase: Preclinical

Molecular Formula: C32H44Cl2N2O2S2

Molecular Weight: 552.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCc1sc[n+](CCCCc2ccc(CCCC[n+]3csc(CCOC)c3C)c3ccccc23)c1C.[Cl-].[Cl-]

Standard InChI:  InChI=1S/C32H44N2O2S2.2ClH/c1-25-31(17-21-35-3)37-23-33(25)19-9-7-11-27-15-16-28(30-14-6-5-13-29(27)30)12-8-10-20-34-24-38-32(26(34)2)18-22-36-4;;/h5-6,13-16,23-24H,7-12,17-22H2,1-4H3;2*1H/q+2;;/p-2

Standard InChI Key:  GVDKXQQKOFYRJQ-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

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    2.2167  -21.8413    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
  5  6  1  0
  6  2  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  3 11  1  0
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 18 25  1  0
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 24 30  1  0
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 17 32  2  0
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 36 37  1  0
 37 38  2  0
 38 39  1  0
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M  CHG  4   1  -1   4   1  20   1  40  -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: 552.85

Molecular Weight (Monoisotopic): 552.2833

AlogP: 6.58

#Rotatable Bonds: 16

Polar Surface Area: 26.22

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.05

CX LogD: -0.05

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.12

Np Likeness Score: -0.09

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