4-(2-(benzylthio)ethyl)-3-phenyl-1H-1,2,4-triazole-5(4H)-thione

ID: ALA5091922

PubChem CID: 146562891

Max Phase: Preclinical

Molecular Formula: C17H17N3S2

Molecular Weight: 327.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  S=c1[nH]nc(-c2ccccc2)n1CCSCc1ccccc1

Standard InChI:  InChI=1S/C17H17N3S2/c21-17-19-18-16(15-9-5-2-6-10-15)20(17)11-12-22-13-14-7-3-1-4-8-14/h1-10H,11-13H2,(H,19,21)

Standard InChI Key:  ATHVVQOOZYRQFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.5886  -14.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2741  -14.4552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103  -13.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6166  -13.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8016  -13.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869  -12.5925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5807  -11.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667  -11.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2587  -11.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675  -12.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834  -12.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994  -14.1544    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0604  -12.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8765  -12.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3203  -11.8456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1364  -11.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5802  -11.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3938  -11.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8374  -10.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4650   -9.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6445   -9.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2045  -10.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  1  0
  3 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091922

   ---

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

Calculated Properties

Molecular Weight: 327.48

Molecular Weight (Monoisotopic): 327.0864

AlogP: 4.54

#Rotatable Bonds: 6

Polar Surface Area: 33.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.74

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.67

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.53

Np Likeness Score: -2.00

References

1. Legru A, Verdirosa F, Hernandez JF, Tassone G, Sannio F, Benvenuti M, Conde PA, Bossis G, Thomas CA, Crowder MW, Dillenberger M, Becker K, Pozzi C, Mangani S, Docquier JD, Gavara L..  (2021)  1,2,4-Triazole-3-thione compounds with a 4-ethyl alkyl/aryl sulfide substituent are broad-spectrum metallo-β-lactamase inhibitors with re-sensitization activity.,  226  [PMID:34626878] [10.1016/j.ejmech.2021.113873]

Source

Source(1):

• Scientific Literature