ID: ALA5278110

Max Phase: Preclinical

Molecular Formula: C22H26N8O2S

Molecular Weight: 466.57

Representations

Canonical SMILES:  Cc1[nH]cnc1CN(Cc1c[nH]cn1)[C@@H](CCCn1c(-c2ccccc2)n[nH]c1=S)C(=O)O

Standard InChI:  InChI=1S/C22H26N8O2S/c1-15-18(26-14-24-15)12-29(11-17-10-23-13-25-17)19(21(31)32)8-5-9-30-20(27-28-22(30)33)16-6-3-2-4-7-16/h2-4,6-7,10,13-14,19H,5,8-9,11-12H2,1H3,(H,23,25)(H,24,26)(H,28,33)(H,31,32)/t19-/m0/s1

Standard InChI Key:  VJYYFVNIIVDENK-IBGZPJMESA-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: 466.57

Molecular Weight (Monoisotopic): 466.1899

AlogP: 3.30

#Rotatable Bonds: 11

Polar Surface Area: 131.51

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.22

CX Basic pKa: 7.02

CX LogP: 0.63

CX LogD: 0.24

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -1.20

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