3,3'-([1,1'-Biphenyl]-4,4'-diylbis(butane-4,1-diyl))bis(5-(2-methoxyethyl)-4-ethylthiazol-3-ium)Chloride

ID: ALA2314639

PubChem CID: 71520733

Max Phase: Preclinical

Molecular Formula: C34H46Cl2N2O2S2

Molecular Weight: 578.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCc1sc[n+](CCCCc2ccc(-c3ccc(CCCC[n+]4csc(CCOC)c4C)cc3)cc2)c1C.[Cl-].[Cl-]

Standard InChI:  InChI=1S/C34H46N2O2S2.2ClH/c1-27-33(19-23-37-3)39-25-35(27)21-7-5-9-29-11-15-31(16-12-29)32-17-13-30(14-18-32)10-6-8-22-36-26-40-34(28(36)2)20-24-38-4;;/h11-18,25-26H,5-10,19-24H2,1-4H3;2*1H/q+2;;/p-2

Standard InChI Key:  BELVKZJABXRTHJ-UHFFFAOYSA-L

Molfile:  

     RDKit          2D

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    4.6832  -28.6823    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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 40 41  2  0
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 35 37  1  0
M  CHG  4   1  -1   4   1  20   1  42  -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: 578.89

Molecular Weight (Monoisotopic): 578.2990

AlogP: 7.09

#Rotatable Bonds: 17

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: 0.61

CX LogD: 0.61

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: -0.12

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