1-(4-(4-(2-([1,1'-biphenyl]-4-yl)ethyl)thiazol-2-yl)-3-methoxyphenyl)-4-(4-aminobutyl)-3-methyl-1H-1,2,3-triazol-3-ium 2,2,2-trifluoroacetic acid trifluoromethanesulfonate

ID: ALA5279478

Chembl Id: CHEMBL5279478

Max Phase: Preclinical

Molecular Formula: C34H35F6N5O6S2

Molecular Weight: 524.71

Names and Identifiers

Canonical SMILES:  COc1cc(-n2cc(CCCCN)[n+](C)n2)ccc1-c1nc(CCc2ccc(-c3ccccc3)cc2)cs1.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C31H34N5OS.C2HF3O2.CHF3O3S/c1-35-28(10-6-7-19-32)21-36(34-35)27-17-18-29(30(20-27)37-2)31-33-26(22-38-31)16-13-23-11-14-25(15-12-23)24-8-4-3-5-9-24;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h3-5,8-9,11-12,14-15,17-18,20-22H,6-7,10,13,16,19,32H2,1-2H3;(H,6,7);(H,5,6,7)/q+1;;/p-1

Standard InChI Key:  ZCVKWVHUZFNROQ-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: 524.71

Molecular Weight (Monoisotopic): 524.2479

AlogP: 5.56

#Rotatable Bonds: 11

Polar Surface Area: 69.84

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 3.47

CX LogD: 0.87

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.18

Np Likeness Score: -0.77

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