4-(4-aminobutyl)-1-(4-(4-(2-(2,3-dihydrobenzofuran-2-yl)ethyl)thiazol-2-yl)-3-(2-(2-oxoimidazolidin-1-yl)ethoxy)phenyl)-3-methyl-1H-1,2,3-triazol-3-ium 2,2,2-trifluoroacetate trifluoromethanesulfonic acid

ID: ALA5280860

Chembl Id: CHEMBL5280860

Max Phase: Preclinical

Molecular Formula: C34H39F6N7O8S2

Molecular Weight: 588.76

Names and Identifiers

Canonical SMILES:  C[n+]1nn(-c2ccc(-c3nc(CCC4Cc5ccccc5O4)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/C31H37N7O3S.C2HF3O2.CHF3O3S/c1-36-25(7-4-5-13-32)20-38(35-36)24-10-12-27(29(19-24)40-17-16-37-15-14-33-31(37)39)30-34-23(21-42-30)9-11-26-18-22-6-2-3-8-28(22)41-26;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h2-3,6,8,10,12,19-21,26H,4-5,7,9,11,13-18,32H2,1H3;(H,6,7);(H,5,6,7)

Standard InChI Key:  IISJOYYXMXFVHK-UHFFFAOYSA-N

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: 588.76

Molecular Weight (Monoisotopic): 588.2751

AlogP: 3.44

#Rotatable Bonds: 13

Polar Surface Area: 111.41

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.39

CX Basic pKa: 10.20

CX LogP: 0.65

CX LogD: -1.95

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.18

Np Likeness Score: -0.82

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