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

ID: ALA4590984

PubChem CID: 46937358

Max Phase: Preclinical

Molecular Formula: C15H11N5O3S2

Molecular Weight: 373.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnc(SCc2ccc([N+](=O)[O-])cc2)s1)c1cccnc1

Standard InChI:  InChI=1S/C15H11N5O3S2/c21-13(11-2-1-7-16-8-11)17-14-18-19-15(25-14)24-9-10-3-5-12(6-4-10)20(22)23/h1-8H,9H2,(H,17,18,21)

Standard InChI Key:  ZTDOJPCUIXALSV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.6985  -12.1989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9404  -12.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0129  -13.3371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8133  -13.5214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2364  -12.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0505  -12.7463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2400  -12.0980    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252  -12.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8248  -12.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422  -11.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427  -10.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4268  -11.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1150  -12.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235  -10.8103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0091  -11.2072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369   -9.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5192  -13.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3333  -13.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1738  -14.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8007  -14.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6141  -13.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9602  -13.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4869  -12.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6752  -12.6054    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
 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 25  2  0
 25 19  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4590984

   N-[5-[(4-nitrophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]pyridine-3-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: 373.42

Molecular Weight (Monoisotopic): 373.0303

AlogP: 3.39

#Rotatable Bonds: 6

Polar Surface Area: 110.91

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.06

CX Basic pKa: 3.49

CX LogP: 3.18

CX LogD: 3.10

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.31

Np Likeness Score: -2.68

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