Tyrphostin AG-1024

ID: ALA2218926

Cas Number: 65678-07-1

PubChem CID: 2044

Product Number: A126115, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H13BrN2O

Molecular Weight: 305.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(C=C(C#N)C#N)cc(Br)c1O

Standard InChI:  InChI=1S/C14H13BrN2O/c1-14(2,3)11-5-9(4-10(7-16)8-17)6-12(15)13(11)18/h4-6,18H,1-3H3

Standard InChI Key:  ABBADGFSRBWENF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    9.9527    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1663    6.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9415    5.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5150    6.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4518    6.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7374    6.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0229    6.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3084    6.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5940    6.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8794    6.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    5.6319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5940    7.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5940    8.1069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0229    7.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7374    7.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4518    7.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1663    7.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7374    8.5194    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  2  1  0
  5  2  1  0
  6  5  1  0
  6  7  2  0
  8  7  1  0
  8  9  2  0
 10  9  1  0
 10 11  3  0
 12  9  1  0
 12 13  3  0
 14  7  1  0
 14 15  2  0
 15 16  1  0
  5 16  2  0
 16 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2218926

   AG-1024

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: 305.17

Molecular Weight (Monoisotopic): 304.0211

AlogP: 3.88

#Rotatable Bonds: 1

Polar Surface Area: 67.81

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.82

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 3.51

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.80

Np Likeness Score: -0.44

References

1. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ..  (2013)  A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.,  451  (2): [PMID:23398362] [10.1042/bj20121418]

2. PubChem BioAssay data set, 

3. Kurian LA, Silva TA, Sabatino D..  (2014)  Submonomer synthesis of azapeptide ligands of the Insulin Receptor Tyrosine Kinase domain.,  24  (17): [PMID:25127870] [10.1016/j.bmcl.2014.07.046]

4. Geldenhuys WJ, Yonutas HM, Morris DL, Sullivan PG, Darvesh AS, Leeper TC..  (2016)  Identification of small molecules that bind to the mitochondrial protein mitoNEET.,  26  (21): [PMID:27687671] [10.1016/j.bmcl.2016.09.009]

5. Doris A.Schuetz, Wilhelmus Egbertus Arnout de Witte, Yin Cheong Wong, Bernhard Knasmueller, Lars Richter, Daria B. Kokh, S. Kashif Sadiq, Reggie Bosma, Indira Nederpelt, Laura H. Heitman, Elena Segala, Marta Amaral, Dong Guo, Dorothee Andres, Victoria Georgi, Leigh A. Stoddart, Steve Hill, Robert M. Cooke, Chris De Graaf, Rob Leurs, Matthias Frech, Rebecca C. Wade, Elizabeth Cunera Mariade Lange, Adriaan P. IJzerman, Anke Müller-Fahrnow, Gerhard F. Ecker. K4DD drug target binding kinetics data,  [10.6019/CHEMBL3885741]

6. 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]

7. 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]

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]

10. 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]

11. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

12. Fraunhofer Institute for Translational Medicine and Pharmacology - Discovery Research – ScreeningPort.  (2021)  ECBD screening data for assay EOS300033,  [10.6019/EOS300033]

Source

Source(6):

• Scientific Literature
• PubChem BioAssays
• K4DD Project
• SARS-CoV-2 Screening Data 2020-21
• Fraunhofer HDAC6
• EU-OPENSCREEN dataset