2-((4-Nitrobenzyl)thio)-5-(piperazin-1-yl)-1,3,4-thiadiazole

ID: ALA4577169

PubChem CID: 155554078

Max Phase: Preclinical

Molecular Formula: C13H15N5O2S2

Molecular Weight: 337.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(CSc2nnc(N3CCNCC3)s2)cc1

Standard InChI:  InChI=1S/C13H15N5O2S2/c19-18(20)11-3-1-10(2-4-11)9-21-13-16-15-12(22-13)17-7-5-14-6-8-17/h1-4,14H,5-9H2

Standard InChI Key:  SUIVNFIHYOTMTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.8894  -12.6529    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.1312  -12.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2038  -13.7911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0042  -13.9754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4273  -13.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2414  -13.2003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4309  -12.5520    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.7161  -12.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0157  -12.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0331  -11.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3336  -11.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6177  -11.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6058  -12.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3059  -12.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9144  -11.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2000  -11.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9278  -10.4472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7049  -13.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5156  -13.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8649  -13.0645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3973  -12.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5803  -12.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 15 17  1  0
 12 15  1  0
  6 18  1  0
  6 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4577169

   ---

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: 337.43

Molecular Weight (Monoisotopic): 337.0667

AlogP: 2.15

#Rotatable Bonds: 5

Polar Surface Area: 84.19

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 2.88

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -2.41

References

1. Wehrli PM, Uzelac I, Olsson T, Jacso T, Tietze D, Gottfries J..  (2019)  Discovery and development of substituted thiadiazoles as inhibitors of Staphylococcus aureus Sortase A.,  27  (19): [PMID:31420255] [10.1016/j.bmc.2019.115043]

Source

Source(1):

• Scientific Literature