SID26747776

ID: ALA1599768

Cas Number: 22204-24-6

PubChem CID: 5281033

Product Number: P124782, Order Now?

Max Phase: Approved

Molecular Formula: C34H30N2O6S

Molecular Weight: 206.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pyrantel (as pamoate) | Pyrantel embonate | Pyrantel pamoate | Pyranteli embonas | CP 10423-16 | CP-10,423-16 | CP-10423-16 | CP-10423-18 | NSC-355080 | pyrantel pamoate|22204-24-6|Pyrantel embonate|Antiminth|Combantrin|Pyrantel (pamoate)|Cobantril|CP-10,423-16|Sentry hc worm X|Sentry hc worm X DS|Pyrantel (as pamoate)|Vetscription sure shot 2X|EINECS 244-837-1|NSC 355080|NSC-355080|UNII-81BK194Z5M|81BK194Z5M|CP 10423-16|Embovin|(E)-1,4,5,6-Tetrahydro-1-methyl-2-(2-(2-thienyl)vinyl)pyrimidine 4,Show More⌵

Canonical SMILES:  CN1CCCN=C1/C=C/c1cccs1.O=C(O)c1cc2ccccc2c(Cc2c(O)c(C(=O)O)cc3ccccc23)c1O

Standard InChI:  InChI=1S/C23H16O6.C11H14N2S/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29;1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10/h1-10,24-25H,11H2,(H,26,27)(H,28,29);2,4-6,9H,3,7-8H2,1H3/b;6-5+

Standard InChI Key:  AQXXZDYPVDOQEE-MXDQRGINSA-N

Molfile:  

     RDKit          2D

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    9.4703   -0.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    2.8929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7558    0.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7545    1.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6124   -0.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979    0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6124   -1.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6124    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1834    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269   -2.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8979    2.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -2.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269    0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7558   -0.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    2.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269   -2.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3269    2.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -2.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0413    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6124   -3.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0413    1.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778   -1.7664    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    1.1935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103    1.1935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041    0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -0.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103   -1.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103   -0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9186    2.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5103    2.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041    2.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1571   -1.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    0.7810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9228   -2.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978   -2.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2 12  1  0
  3 22  2  0
  4 23  2  0
  5 22  1  0
  6 23  1  0
  7  9  1  0
  7 11  2  0
  7 13  1  0
  8 10  1  0
  8 12  2  0
  8 13  1  0
  9 14  1  0
  9 20  2  0
 10 15  1  0
 10 21  2  0
 11 16  1  0
 12 17  1  0
 14 18  1  0
 14 24  2  0
 15 19  1  0
 15 25  2  0
 16 18  2  0
 16 22  1  0
 17 19  2  0
 17 23  1  0
 20 26  1  0
 21 27  1  0
 24 28  1  0
 25 29  1  0
 26 28  2  0
 27 29  2  0
 30 35  1  0
 30 42  1  0
 31 33  1  0
 31 37  1  0
 31 41  1  0
 32 33  2  0
 32 38  1  0
 33 34  1  0
 34 36  2  0
 35 36  1  0
 35 40  2  0
 37 39  1  0
 38 39  1  0
 40 43  1  0
 42 43  2  0
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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 206.31

Molecular Weight (Monoisotopic): 206.0878

AlogP: 2.50

#Rotatable Bonds: 2

Polar Surface Area: 15.60

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.71

CX LogP: 1.96

CX LogD: -0.40

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.73

Np Likeness Score: -1.36

References

1. PubChem BioAssay data set, 

2. Kopp SR, Coleman GT, McCarthy JS, Kotze AC..  (2008)  Phenotypic characterization of two Ancylostoma caninum isolates with different susceptibilities to the anthelmintic pyrantel.,  52  (11): [PMID:18710918] [10.1128/aac.00523-08]

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

4. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

5. British National Formulary (72nd edition), 

6. Unpublished dataset, 

7. 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]

8. 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]

9. 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]

Source

Source(6):

• Scientific Literature
• PubChem BioAssays
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• British National Formulary
• SARS-CoV-2 Screening Data 2020-21