5-(2-oxo-2-phenylethoxy)isoquinolin-1(2H)-one

ID: ALA4089840

Cas Number: 1048371-03-4

PubChem CID: 25015515

Product Number: U129885, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H13NO3

Molecular Weight: 279.30

Molecule Type: Small molecule

In stock!

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(COc1cccc2c(=O)[nH]ccc12)c1ccccc1

Standard InChI:  InChI=1S/C17H13NO3/c19-15(12-5-2-1-3-6-12)11-21-16-8-4-7-14-13(16)9-10-18-17(14)20/h1-10H,11H2,(H,18,20)

Standard InChI Key:  JJWMRRNGWSITSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   24.8993   -6.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6090   -5.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6061   -4.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8975   -4.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1913   -5.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1954   -4.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4916   -4.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7792   -4.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7750   -5.7609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4833   -6.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4804   -6.9937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8943   -3.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6004   -3.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5973   -2.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3034   -2.0826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8880   -2.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8883   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1799   -0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4728   -1.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4786   -2.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1876   -2.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4089840

    UPF 1069

Associated Targets(Human)

PARP3 Tclin Poly [ADP-ribose] polymerase 3 (206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP2 Tclin Poly [ADP-ribose] polymerase 2 (1185 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP14 Tchem Poly [ADP-ribose] polymerase 14 (380 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP10 Tchem Poly [ADP-ribose] polymerase 10 (418 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TNKS Tchem Tankyrase-1 (1241 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ROCK1 Tclin Rho-associated protein kinase 1 (4723 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ROCK2 Tclin Rho-associated protein kinase 2 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (11336 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 279.30Molecular Weight (Monoisotopic): 279.0895AlogP: 2.79#Rotatable Bonds: 4
Polar Surface Area: 59.16Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 12.66CX Basic pKa: CX LogP: 2.40CX LogD: 2.40
Aromatic Rings: 3Heavy Atoms: 21QED Weighted: 0.75Np Likeness Score: -0.77

References

1. Thorsell AG, Ekblad T, Karlberg T, Löw M, Pinto AF, Trésaugues L, Moche M, Cohen MS, Schüler H..  (2017)  Structural Basis for Potency and Promiscuity in Poly(ADP-ribose) Polymerase (PARP) and Tankyrase Inhibitors.,  60  (4): [PMID:28001384] [10.1021/acs.jmedchem.6b00990]
2. 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]
3. 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]
4. 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]
5. 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]
6. Hu X, Zhang J, Zhang Y, Jiao F, Wang J, Chen H, Ouyang L, Wang Y..  (2022)  Dual-target inhibitors of poly (ADP-ribose) polymerase-1 for cancer therapy: Advances, challenges, and opportunities.,  230  [PMID:34998039] [10.1016/j.ejmech.2021.114094]