5-((3-Nitrophenethyl)thio)-1,3,4-thiadiazol-2-amine

ID: ALA4573199

PubChem CID: 155563151

Max Phase: Preclinical

Molecular Formula: C10H10N4O2S2

Molecular Weight: 282.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nnc(SCCc2cccc([N+](=O)[O-])c2)s1

Standard InChI:  InChI=1S/C10H10N4O2S2/c11-9-12-13-10(18-9)17-5-4-7-2-1-3-8(6-7)14(15)16/h1-3,6H,4-5H2,(H2,11,12)

Standard InChI Key:  OIGNRLFDRFUFAA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   34.8433   -9.5616    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.0851   -9.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1577  -10.6998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9581  -10.8841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3812  -10.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1953  -10.1090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3848   -9.4607    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.6699   -9.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9696   -9.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2547   -9.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5549   -9.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8405   -9.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8256  -10.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5309  -11.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2424  -10.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1378   -9.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4227   -9.7780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1527   -8.5654    0.0000 O   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  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16 17  2  0
 16 18  1  0
 12 16  1  0
M  CHG  2  16   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4573199

   ---

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: 282.35

Molecular Weight (Monoisotopic): 282.0245

AlogP: 2.36

#Rotatable Bonds: 5

Polar Surface Area: 94.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.12

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -2.49

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