(4-(2-(5-(4-(4-Ammoniobutyl)-3-methyl-1H-1,2,3-triazol-3-ium-1-yl)-2-(4-phenethyl thiazol-2-yl)phenoxy)ethyl)piperidin-1-ium) di (2,2,2 trifluoroacetate) trifluoromethanesulfonate

ID: ALA5282990

Chembl Id: CHEMBL5282990

Max Phase: Preclinical

Molecular Formula: C36H43F9N6O8S2

Molecular Weight: 545.78

Names and Identifiers

Canonical SMILES:  C[n+]1nn(-c2ccc(-c3nc(CCc4ccccc4)cs3)c(OCCC3CCNCC3)c2)cc1CCCCN.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C31H41N6OS.2C2HF3O2.CHF3O3S/c1-36-28(9-5-6-17-32)22-37(35-36)27-12-13-29(30(21-27)38-20-16-25-14-18-33-19-15-25)31-34-26(23-39-31)11-10-24-7-3-2-4-8-24;2*3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h2-4,7-8,12-13,21-23,25,33H,5-6,9-11,14-20,32H2,1H3;2*(H,6,7);(H,5,6,7)/q+1;;;/p-1

Standard InChI Key:  NAGHVWWLSLYLFS-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: 545.78

Molecular Weight (Monoisotopic): 545.3057

AlogP: 4.66

#Rotatable Bonds: 13

Polar Surface Area: 81.87

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.59

CX LogP: 2.29

CX LogD: -3.09

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: -0.70

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