4-(4-ammoniobutyl)-3-methyl-1-(4-(4-(2-(naphthalen-2-yl)ethyl)thiazol-2-yl)-3-(2-(2-oxoimidazolidin-1-yl)ethoxy)phenyl)-1H-1,2,3-triazol-3-ium 2,2,2-trifluoroacetate trifluoromethanesulfonate

ID: ALA5265836

Max Phase: Preclinical

Molecular Formula: C36H39F6N7O7S2

Molecular Weight: 596.78

Names and Identifiers

Canonical SMILES:  C[n+]1nn(-c2ccc(-c3nc(CCc4ccc5ccccc5c4)cs3)c(OCCN3CCNC3=O)c2)cc1CCCCN.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C33H37N7O2S.C2HF3O2.CHF3O3S/c1-38-29(8-4-5-15-34)22-40(37-38)28-13-14-30(31(21-28)42-19-18-39-17-16-35-33(39)41)32-36-27(23-43-32)12-10-24-9-11-25-6-2-3-7-26(25)20-24;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h2-3,6-7,9,11,13-14,20-23H,4-5,8,10,12,15-19,34H2,1H3;(H,6,7);(H,5,6,7)

Standard InChI Key:  TXPWCFRRRKKLCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  CHG  2   3   1  56  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 596.78

Molecular Weight (Monoisotopic): 596.2802

AlogP: 4.44

#Rotatable Bonds: 13

Polar Surface Area: 102.18

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.39

CX Basic pKa: 10.20

CX LogP: 1.78

CX LogD: -0.83

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: -0.98

References

1. de Lucio H, Revuelto A, Carriles AA, de Castro S, García-González S, García-Soriano JC, Alcón-Calderón M, Sánchez-Murcia PA, Hermoso JA, Gago F, Camarasa MJ, Jiménez-Ruiz A, Velázquez S..  (2022)  Identification of 1,2,3-triazolium salt-based inhibitors of Leishmania infantum trypanothione disulfide reductase with enhanced antileishmanial potency in cellulo and increased selectivity.,  244  [PMID:36332553] [10.1016/j.ejmech.2022.114878]

Source

Source(1):

• Scientific Literature