MedKoo Cat#: 464114 | Name: IMP-1710
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

IMP-1710 is an inhibitor of ubiquitin C-terminal hydrolase L1 (UCH-L1) that contains an alkyne moiety for use in click chemistry reactions. It is selective for UCH-L1 over a panel of 20 deubiquitinating enzymes at 1 µM. IMP-1710 inhibits TGF-β1-induced fibroblast-to-myofibroblast transition (FMT) in primary lung fibroblasts isolated from patients with idiopathic pulmonary fibrosis (IC50 = 740 nM). It has been used for labeling UCH-L1 in cell-based assays, followed by click reactions with azide-modified TAMRA and biotin capture reagents.

Chemical Structure

IMP-1710
IMP-1710
CAS#2383117-96-0

Theoretical Analysis

MedKoo Cat#: 464114

Name: IMP-1710

CAS#: 2383117-96-0

Chemical Formula: C23H19N5O

Exact Mass: 381.1590

Molecular Weight: 381.44

Elemental Analysis: C, 72.42; H, 5.02; N, 18.36; O, 4.19

Price and Availability

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1mg USD 400.00 2 Weeks
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Related CAS #
No Data
Synonym
IMP-1710; IMP1710; IMP 1710;
IUPAC/Chemical Name
(S)-2-(4-(5-ethynyl-1H-pyrrolo[2,3-b]pyridin-3-yl)indoline-1-carbonyl)pyrrolidine-1-carbonitrile
InChi Key
FYMVGXGSNIVSKY-NRFANRHFSA-N
InChi Code
InChI=1S/C23H19N5O/c1-2-15-11-18-19(13-26-22(18)25-12-15)16-5-3-6-20-17(16)8-10-28(20)23(29)21-7-4-9-27(21)14-24/h1,3,5-6,11-13,21H,4,7-10H2,(H,25,26)/t21-/m0/s1
SMILES Code
O=C(N1C2=CC=CC(C3=CNC4=NC=C(C#C)C=C34)=C2CC1)[C@H]5N(CCC5)C#N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
A clickable UCH-L1 inhibitor.
In vitro activity:
Herein this study reports the discovery of the most potent and selective UCHL1 probe (IMP-1710) to date based on a covalent inhibitor scaffold and apply this probe to identify and quantify target proteins in intact human cells. IMP-1710 stereoselectively labels the catalytic cysteine of UCHL1 at low nanomolar concentration in cells. Reference: J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. https://pubmed.ncbi.nlm.nih.gov/32579346/
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
Ethanol 5.0 13.11
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 381.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.
In vitro protocol:
1. Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.
In vivo protocol:
TBD
1: Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.