5-(7-nitrobenzo[c][1,2,5]oxadiazol-4-ylthio)-1,3,4-thiadiazol-2-amine

ID: ALA4524213

PubChem CID: 2202649

Max Phase: Preclinical

Molecular Formula: C8H4N6O3S2

Molecular Weight: 296.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nnc(Sc2ccc([N+](=O)[O-])c3nonc23)s1

Standard InChI:  InChI=1S/C8H4N6O3S2/c9-7-10-11-8(19-7)18-4-2-1-3(14(15)16)5-6(4)13-17-12-5/h1-2H,(H2,9,10)

Standard InChI Key:  INJHBVXQDDZNKB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    6.9554   -3.1177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2827   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5391   -4.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3675   -4.3914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080   -3.3497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4991   -3.3485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861   -3.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6632   -5.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4516   -5.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0609   -4.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928   -4.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1104   -3.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7790   -2.8864    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9564   -2.9677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -3.7751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -5.5570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2201   -6.3631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -5.3026    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 13  1  0
 12  9  1  0
  9 10  2  0
 10 11  1  0
 11  8  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 12  2  0
 17 18  2  0
 17 19  1  0
  9 17  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4524213

   5-[(7-Nitro-2,1,3-benzoxadiazol-4-yl)sulfanyl]-1,3,4-thiadiazol-2-amine

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: 296.29

Molecular Weight (Monoisotopic): 295.9786

AlogP: 1.72

#Rotatable Bonds: 3

Polar Surface Area: 133.86

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: -2.31

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