4-(4-ammoniobutyl)-1-(3-methoxy-4-(4-phenethylthiazol-2-yl)phenyl)-3-methyl-1H-1,2,3-triazol-3-ium 2,2,2-trifluoroacetate trifluoromethanesulfonate

ID: ALA5278650

Chembl Id: CHEMBL5278650

Max Phase: Preclinical

Molecular Formula: C28H31F6N5O6S2

Molecular Weight: 448.62

Names and Identifiers

Canonical SMILES:  COc1cc(-n2cc(CCCCN)[n+](C)n2)ccc1-c1nc(CCc2ccccc2)cs1.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C25H30N5OS.C2HF3O2.CHF3O3S/c1-29-22(10-6-7-15-26)17-30(28-29)21-13-14-23(24(16-21)31-2)25-27-20(18-32-25)12-11-19-8-4-3-5-9-19;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h3-5,8-9,13-14,16-18H,6-7,10-12,15,26H2,1-2H3;(H,6,7);(H,5,6,7)/q+1;;/p-1

Standard InChI Key:  KAEZKJGDMKVMIA-UHFFFAOYSA-M

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: 448.62

Molecular Weight (Monoisotopic): 448.2166

AlogP: 3.90

#Rotatable Bonds: 10

Polar Surface Area: 69.84

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 1.82

CX LogD: -0.78

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -0.86

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