4-(4-aminobutyl)-3-methyl-1-(3-(2-(2-oxoimidazolidin-1-yl)ethoxy)-4-(4-(4-phenoxyphenyl)-5-phenylthiazol-2-yl)phenyl)-1H-1,2,3-triazol-3-ium 2,2,2-trifluoroacetate trifluoromethanesulfonic acid

ID: ALA5281063

Chembl Id: CHEMBL5281063

Max Phase: Preclinical

Molecular Formula: C42H41F6N7O8S2

Molecular Weight: 686.86

Names and Identifiers

Canonical SMILES:  C[n+]1nn(-c2ccc(-c3nc(-c4ccc(Oc5ccccc5)cc4)c(-c4ccccc4)s3)c(OCCN3CCNC3=O)c2)cc1CCCCN.O=C(O)C(F)(F)F.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C39H39N7O3S.C2HF3O2.CHF3O3S/c1-44-31(12-8-9-21-40)27-46(43-44)30-17-20-34(35(26-30)48-25-24-45-23-22-41-39(45)47)38-42-36(37(50-38)29-10-4-2-5-11-29)28-15-18-33(19-16-28)49-32-13-6-3-7-14-32;3-2(4,5)1(6)7;2-1(3,4)8(5,6)7/h2-7,10-11,13-20,26-27H,8-9,12,21-25,40H2,1H3;(H,6,7);(H,5,6,7)

Standard InChI Key:  NDTGYFQXXMTVQM-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: 686.86

Molecular Weight (Monoisotopic): 686.2908

AlogP: 6.63

#Rotatable Bonds: 14

Polar Surface Area: 111.41

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.72

CX Basic pKa: 10.20

CX LogP: 3.55

CX LogD: 0.95

Aromatic Rings: 6

Heavy Atoms: 50

QED Weighted: 0.10

Np Likeness Score: -0.91

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