2-(1-Methyl-5-nitro-1H-imidazol-2-yl)-5-((1-phenylethyl)thio)-1,3,4-thiadiazole

ID: ALA5287831

Max Phase: Preclinical

Molecular Formula: C14H13N5O2S2

Molecular Weight: 347.43

Names and Identifiers

Canonical SMILES:  CC(Sc1nnc(-c2ncc([N+](=O)[O-])n2C)s1)c1ccccc1

Standard InChI:  InChI=1S/C14H13N5O2S2/c1-9(10-6-4-3-5-7-10)22-14-17-16-13(23-14)12-15-8-11(18(12)2)19(20)21/h3-9H,1-2H3

Standard InChI Key:  YBXUHSWCVDUVQW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.9391    0.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2716    1.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266    2.0294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3516    2.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066    1.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4037    1.0310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6173    0.2340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9872    1.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1789    0.3042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581    1.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1664    1.5501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282   -0.2792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253   -0.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6088   -0.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4060   -0.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9872   -1.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736   -1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809   -2.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3943   -1.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2388    0.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9391   -0.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  1  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  9  2  1  0
 10  9  1  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
  9 13  2  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 16 21  1  0
 15 22  1  0
  1 23  1  0
M  CHG  2   6   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5287831

   ---

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: 347.43

Molecular Weight (Monoisotopic): 347.0511

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 86.74

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.18

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: -1.81

References

1. Ghobadi E, Ghanbarimasir Z, Emami S..  (2021)  A review on the structures and biological activities of anti-Helicobacter pylori agents.,  223  [PMID:34218084] [10.1016/j.ejmech.2021.113669]

Source

Source(1):

• Scientific Literature