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

ID: ALA5283895

Chembl Id: CHEMBL5283895

Max Phase: Preclinical

Molecular Formula: C30H33F6N7O7S2

Molecular Weight: 518.67

Names and Identifiers

Canonical SMILES:  C[n+]1nn(-c2ccc(-c3nc(-c4ccccc4)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/C27H31N7O2S.C2HF3O2.CHF3O3S/c1-32-22(9-5-6-12-28)18-34(31-32)21-10-11-23(25(17-21)36-16-15-33-14-13-29-27(33)35)26-30-24(19-37-26)20-7-3-2-4-8-20;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h2-4,7-8,10-11,17-19H,5-6,9,12-16,28H2,1H3;(H,6,7);(H,5,6,7)

Standard InChI Key:  MIGMVNLEEQGLLP-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: 518.67

Molecular Weight (Monoisotopic): 518.2333

AlogP: 3.17

#Rotatable Bonds: 11

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: 13.53

CX Basic pKa: 10.20

CX LogP: 0.41

CX LogD: -2.20

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.23

Np Likeness Score: -1.17

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