ID: ALA4848544

Max Phase: Preclinical

Molecular Formula: C36H38F3N7O4S

Molecular Weight: 607.78

Molecule Type: Unknown

Representations

Canonical SMILES:  NCCCCc1cn(-c2ccc(-c3nc(CCc4ccc(-c5ccccc5)cc4)cs3)c(OCCN3CCNC3=O)c2)nn1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C34H37N7O2S.C2HF3O2/c35-17-5-4-8-28-23-41(39-38-28)30-15-16-31(32(22-30)43-21-20-40-19-18-36-34(40)42)33-37-29(24-44-33)14-11-25-9-12-27(13-10-25)26-6-2-1-3-7-26;3-2(4,5)1(6)7/h1-3,6-7,9-10,12-13,15-16,22-24H,4-5,8,11,14,17-21,35H2,(H,36,42);(H,6,7)

Standard InChI Key:  YLGHGRRTKGFYQM-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 607.78

Molecular Weight (Monoisotopic): 607.2729

AlogP: 5.53

#Rotatable Bonds: 14

Polar Surface Area: 111.19

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.44

CX Basic pKa: 10.20

CX LogP: 5.40

CX LogD: 2.80

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.16

Np Likeness Score: -1.34

References

1. Revuelto A, de Lucio H, García-Soriano JC, Sánchez-Murcia PA, Gago F, Jiménez-Ruiz A, Camarasa MJ, Velázquez S..  (2021)  Efficient Dimerization Disruption of Leishmania infantum Trypanothione Reductase by Triazole-phenyl-thiazoles.,  64  (9.0): [PMID:33945281] [10.1021/acs.jmedchem.1c00206]

2. 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