N-(5-((4-Nitrobenzyl)thio)-1,3,4-thiadiazol-2-yl)isonicotinamide

ID: ALA4483668

PubChem CID: 155540555

Max Phase: Preclinical

Molecular Formula: C15H11N5O3S2

Molecular Weight: 373.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnc(SCc2ccc([N+](=O)[O-])cc2)s1)c1ccncc1

Standard InChI:  InChI=1S/C15H11N5O3S2/c21-13(11-5-7-16-8-6-11)17-14-18-19-15(25-14)24-9-10-1-3-12(4-2-10)20(22)23/h1-8H,9H2,(H,17,18,21)

Standard InChI Key:  DLHGNFVHJDHJBP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   40.1922   -4.9020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.4340   -5.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5066   -6.0401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3070   -6.2244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7301   -5.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5442   -5.4494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7337   -4.8010    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.0188   -5.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3185   -4.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3359   -3.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6363   -3.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9205   -3.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9085   -4.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6087   -5.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2171   -3.5134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5028   -3.9103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2306   -2.6963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0129   -6.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8269   -6.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6675   -6.8594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.2944   -6.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1077   -6.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4539   -5.9057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.9806   -5.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1689   -5.3085    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
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4483668

   ---

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: 373.42

Molecular Weight (Monoisotopic): 373.0303

AlogP: 3.39

#Rotatable Bonds: 6

Polar Surface Area: 110.91

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.17

CX Basic pKa: 2.22

CX LogP: 3.18

CX LogD: 3.12

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.31

Np Likeness Score: -2.60

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