SID50106973

ID: ALA1092473

Cas Number: 66357-59-3

PubChem CID: 3033332

Product Number: R129213, Order Now?

Max Phase: Preclinical

Molecular Formula: C13H23ClN4O3S

Molecular Weight: 314.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN/C(=C\[N+](=O)[O-])NCCSCc1ccc(CN(C)C)o1.Cl

Standard InChI:  InChI=1S/C13H22N4O3S.ClH/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3;/h4-5,9,14-15H,6-8,10H2,1-3H3;1H/b13-9+;

Standard InChI Key:  GGWBHVILAJZWKJ-KJEVSKRMSA-N

Molfile:  

     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
    8.8008   -1.6167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.0304   -3.3796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4428   -3.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6553   -4.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1755   -5.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -6.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5048   -5.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3922   -5.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2173   -5.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8263   -3.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8179   -2.5795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4046   -6.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4512   -4.9714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0678   -5.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7670   -5.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8925   -5.4839    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3049   -6.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2677   -5.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -5.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9919   -5.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8920   -4.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0388   -4.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  2  0
  5  6  1  0
  6  7  1  0
  7 17  1  0
  8  9  1  0
  9  7  2  0
 10  2  1  0
 11  2  2  0
 12  5  1  0
 13  4  1  0
 14  4  1  0
 15 12  1  0
 16 19  1  0
 17 16  1  0
 18 14  1  0
 19 18  1  0
 20 15  1  0
 21 15  1  0
 22 13  1  0
  8  5  2  0
M  CHG  2   2   1  10  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.41

Molecular Weight (Monoisotopic): 314.1413

AlogP: 1.46

#Rotatable Bonds: 10

Polar Surface Area: 83.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.80

CX LogP: 0.99

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.38

Np Likeness Score: -1.29

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Bernhard Ellinger, Denisa Bojkova, Andrea Zaliani, Jindrich Cinatl, Carsten Claussen, Sandra Westhaus, Jeanette Reinshagen, Maria Kuzikov, Markus Wolf, Gerd Geisslinger, Philip Gribbon, Sandra Ciesek.  (2020)  Identification of inhibitors of SARS-CoV-2 in-vitro cellular toxicity in human (Caco-2) cells using a large scale drug repurposing collection,  [10.21203/rs.3.rs-23951/v1]

5. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]

6. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]

7. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH (USA) - Clinical Collection,  [10.6019/CHEMBL4513141]

Source

Source(3):

• PubChem BioAssays
• CO-ADD antimicrobial screening data
• SARS-CoV-2 Screening Data 2020-21