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

ID: ALA4527000

PubChem CID: 47944832

Max Phase: Preclinical

Molecular Formula: C13H14N4O3S2

Molecular Weight: 338.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(CSc2nnc(N3CCOCC3)s2)c1

Standard InChI:  InChI=1S/C13H14N4O3S2/c18-17(19)11-3-1-2-10(8-11)9-21-13-15-14-12(22-13)16-4-6-20-7-5-16/h1-3,8H,4-7,9H2

Standard InChI Key:  BGYLVLFQKNAQIF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.5826  -24.3577    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.8244  -24.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8970  -25.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6974  -25.6802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1204  -24.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9345  -24.9051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1241  -24.2568    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.4092  -24.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7089  -24.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7262  -23.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0267  -22.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3109  -23.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2989  -24.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9991  -24.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0406  -22.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3405  -21.7534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7556  -21.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3980  -25.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2087  -25.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5581  -24.7693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0905  -24.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2735  -24.1658    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
 11 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:

   

   ALA4527000

   4-[5-[(3-Nitrophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]morpholine

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: 338.41

Molecular Weight (Monoisotopic): 338.0507

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 81.39

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.47

Np Likeness Score: -2.94

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