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

ID: ALA4521891

PubChem CID: 8484101

Max Phase: Preclinical

Molecular Formula: C14H10N4O4S2

Molecular Weight: 362.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnc(SCc2cccc([N+](=O)[O-])c2)s1)c1ccco1

Standard InChI:  InChI=1S/C14H10N4O4S2/c19-12(11-5-2-6-22-11)15-13-16-17-14(24-13)23-8-9-3-1-4-10(7-9)18(20)21/h1-7H,8H2,(H,15,16,19)

Standard InChI Key:  MWVBSTHKJLTOLW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.0248  -24.5435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2667  -24.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3393  -25.6816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1396  -25.8659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5627  -25.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3768  -25.0909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5663  -24.4425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8515  -24.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1511  -24.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1685  -23.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4690  -23.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7532  -23.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7412  -24.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4414  -24.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4829  -22.3605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7827  -21.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1979  -21.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8455  -25.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6596  -25.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5001  -26.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1946  -26.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9469  -25.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8757  -25.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0794  -24.9854    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  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
 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 19  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4521891

   N-(5-((3-nitrobenzyl)thio)-1,3,4-thiadiazol-2-yl)furan-2-carboxamide

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: 362.39

Molecular Weight (Monoisotopic): 362.0143

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 111.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.12

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.04

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.31

Np Likeness Score: -3.06

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