ID: ALA5271623

Max Phase: Preclinical

Molecular Formula: C25H26N8O2S

Molecular Weight: 502.60

Representations

Canonical SMILES:  O=C(O)[C@H](CCCn1c(-c2ccc3ccccc3c2)n[nH]c1=S)N(Cc1c[nH]cn1)Cc1c[nH]cn1

Standard InChI:  InChI=1S/C25H26N8O2S/c34-24(35)22(32(13-20-11-26-15-28-20)14-21-12-27-16-29-21)6-3-9-33-23(30-31-25(33)36)19-8-7-17-4-1-2-5-18(17)10-19/h1-2,4-5,7-8,10-12,15-16,22H,3,6,9,13-14H2,(H,26,28)(H,27,29)(H,31,36)(H,34,35)/t22-/m0/s1

Standard InChI Key:  IELQVWOFXJTAFN-QFIPXVFZSA-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

Properties

Molecular Weight: 502.60

Molecular Weight (Monoisotopic): 502.1899

AlogP: 4.14

#Rotatable Bonds: 11

Polar Surface Area: 131.51

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.89

CX Basic pKa: 6.78

CX LogP: 1.47

CX LogD: 0.76

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: -0.98

References

1. Legru A, Verdirosa F, Vo-Hoang Y, Tassone G, Vascon F, Thomas CA, Sannio F, Corsica G, Benvenuti M, Feller G, Coulon R, Marcoccia F, Devente SR, Bouajila E, Piveteau C, Leroux F, Deprez-Poulain R, Deprez B, Licznar-Fajardo P, Crowder MW, Cendron L, Pozzi C, Mangani S, Docquier JD, Hernandez JF, Gavara L..  (2022)  Optimization of 1,2,4-Triazole-3-thiones toward Broad-Spectrum Metallo-β-lactamase Inhibitors Showing Potent Synergistic Activity on VIM- and NDM-1-Producing Clinical Isolates.,  65  (24.0): [PMID:36450011] [10.1021/acs.jmedchem.2c01257]

Source

Source(1):

• Scientific Literature