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

ID: ALA2314636

PubChem CID: 71521373

Max Phase: Preclinical

Molecular Formula: C30H40Cl2N2O2S2

Molecular Weight: 524.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CCO)sc[n+]1CCCCc1ccc(CCCC[n+]2csc(CCO)c2C)c2ccccc12.[Cl-].[Cl-]

Standard InChI:  InChI=1S/C30H40N2O2S2.2ClH/c1-23-29(15-19-33)35-21-31(23)17-7-5-9-25-13-14-26(28-12-4-3-11-27(25)28)10-6-8-18-32-22-36-30(16-20-34)24(32)2;;/h3-4,11-14,21-22,33-34H,5-10,15-20H2,1-2H3;2*1H/q+2;;/p-2

Standard InChI Key:  GEEVLFVFSUCSIR-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

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   21.3287  -12.4373    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
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  5  6  1  0
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  7  8  1  0
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  3 10  1  0
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M  CHG  4   1  -1   4   1  19   1  38  -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: 524.80

Molecular Weight (Monoisotopic): 524.2520

AlogP: 5.27

#Rotatable Bonds: 14

Polar Surface Area: 48.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.34

CX LogD: -1.34

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: 0.07

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