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

ID: ALA4582647

PubChem CID: 155557999

Max Phase: Preclinical

Molecular Formula: C15H11N5O3S2

Molecular Weight: 373.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nnc(SCc2cccc([N+](=O)[O-])c2)s1)c1cccnc1

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

Standard InChI Key:  UVESDVTWLXAXDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    6.6791  -24.5146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9209  -24.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9935  -25.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939  -25.8370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2170  -25.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0311  -25.0620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2206  -24.4136    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5057  -24.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8054  -24.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8228  -23.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1232  -23.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074  -23.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3955  -24.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0956  -24.7848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1371  -22.3316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4370  -21.9102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522  -21.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4998  -25.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3138  -25.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1544  -26.4720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7813  -26.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5946  -26.2595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9408  -25.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4675  -24.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6558  -24.9211    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
 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:

   

   ALA4582647

   ---

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: -2.87

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