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

ID: ALA4520644

PubChem CID: 47944607

Max Phase: Preclinical

Molecular Formula: C13H14N4O3S2

Molecular Weight: 338.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(CSc2nnc(N3CCOCC3)s2)cc1

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

Standard InChI Key:  HRWVFFSFUSRFEL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.8202  -13.0945    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0620  -13.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1346  -14.2327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9350  -14.4170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3581  -13.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1721  -13.6419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3617  -12.9936    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6468  -13.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9465  -12.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9639  -12.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2643  -11.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5485  -12.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5365  -12.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2367  -13.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8451  -11.7059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1308  -12.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8586  -10.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6357  -14.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4464  -14.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7957  -13.5061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3281  -12.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5111  -12.9026    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:

   

   ALA4520644

   4-[5-[(4-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: -2.70

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