GALUNISERTIB

ID: ALA2364611

Cas Number: 700874-72-2

PubChem CID: 10090485

Product Number: L126937, Order Now?

Max Phase: Phase

Molecular Formula: C22H19N5O

Molecular Weight: 369.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Galunisertib | Ly-2157299 | LY-2157299 | LY2157299 | Galunisertib|700874-72-2|LY2157299|LY 2157299|LY-2157299|4-(2-(6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide|ly2157299(galunisertib)|UNII-3OKH1W5LZE|Galunisertib (LY2157299)|Galunisertib [USAN]|3OKH1W5LZE|4-[2-(6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]quinoline-6-carboxamide|4-(2-(6-Methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo-[1,2-b]pyrazol-3-yl)quinoline-6-carboxamide|4-[2-(6-metShow More⌵

Canonical SMILES:  Cc1cccc(-c2nn3c(c2-c2ccnc4ccc(C(N)=O)cc24)CCC3)n1

Standard InChI:  InChI=1S/C22H19N5O/c1-13-4-2-5-18(25-13)21-20(19-6-3-11-27(19)26-21)15-9-10-24-17-8-7-14(22(23)28)12-16(15)17/h2,4-5,7-10,12H,3,6,11H2,1H3,(H2,23,28)

Standard InChI Key:  IVRXNBXKWIJUQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    2.2756   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7605   -2.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5451   -1.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298   -2.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5847   -2.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0327   -3.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -3.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2257   -3.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -3.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146   -4.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6117   -2.9046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -4.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7356   -4.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2876   -4.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0946   -4.3753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6466   -3.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3917   -2.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0522   -2.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8772   -2.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897    0.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8772   -0.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0522   -0.6396    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6397   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3298   -0.6866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5451   -0.9415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7605   -0.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1 28  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5 17  2  0
  6 14  2  0
  7  8  2  0
  7  9  1  0
  7 12  1  0
  8  6  1  0
  9 10  2  0
 11  9  1  0
 12 13  2  0
 14 13  1  0
 14 15  1  0
 15 16  2  0
 17 16  1  0
 18 19  2  0
 18 25  1  0
 20 19  1  0
 21 22  1  0
 22 20  2  0
 23 22  1  0
 24 25  1  0
 24  4  1  0
 25 23  2  0
 26 24  2  0
 27  3  1  0
 27 28  1  0
 27 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2364611

   LY2157299

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: 369.43

Molecular Weight (Monoisotopic): 369.1590

AlogP: 3.51

#Rotatable Bonds: 3

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.36

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.07

References

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4. Unpublished dataset, 

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14. 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]

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17. 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]

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22. 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]

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Source

Source(10):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• AstraZeneca Deposited Data
• Kuster lab chemical proteomics drug profiling
• SARS-CoV-2 Screening Data 2020-21
• EUbOPEN Chemogenomic Library
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6
• Cardiff Schistosomiasis Dataset 2023