(2S)-2-{Bis[(1H-imidazol-4-yl)methyl]amino}-4-(3-phenyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-4-yl)butanoic Acid

ID: ALA5287299

Chembl Id: CHEMBL5287299

Max Phase: Preclinical

Molecular Formula: C20H22N8O2S

Molecular Weight: 438.52

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H](CCn1c(-c2ccccc2)n[nH]c1=S)N(Cc1c[nH]cn1)Cc1c[nH]cn1

Standard InChI:  InChI=1S/C20H22N8O2S/c29-19(30)17(27(10-15-8-21-12-23-15)11-16-9-22-13-24-16)6-7-28-18(25-26-20(28)31)14-4-2-1-3-5-14/h1-5,8-9,12-13,17H,6-7,10-11H2,(H,21,23)(H,22,24)(H,26,31)(H,29,30)/t17-/m0/s1

Standard InChI Key:  DDOXVHFCWFATRN-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA5287299

   ---

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: 438.52

Molecular Weight (Monoisotopic): 438.1586

AlogP: 2.60

#Rotatable Bonds: 10

Polar Surface Area: 131.51

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.86

CX Basic pKa: 6.54

CX LogP: -0.03

CX LogD: -0.75

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.28

Np Likeness Score: -1.09

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