Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C12H14N2O2 |
| Molecular Weight | 218.2518 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C=C(C[C@@H](N)C(O)=O)C2=CC=CC=C12
InChI
InChIKey=ZADWXFSZEAPBJS-SNVBAGLBSA-N
InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1
| Molecular Formula | C12H14N2O2 |
| Molecular Weight | 218.2518 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Indoximod is an orally available Indoleamine 2,3-dioxigenase inhibitor. It shows higher potency in reversing IDO-mediated T cell suppression. Indoximod improves the efficacy of multiple chemotherapeutics agents and some immunological checkpoints mediators in Phase I/II clinical studies for metastatic breast cancer, metastatic melanoma, non-small cell lung cancer, primary malignant brain tumors, metastatic pancreatic cancer, as well as metastatic prostate cancer.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4685 |
75.0 nM [IC50] | ||
Target ID: CHEMBL1865 |
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Target ID: Q6ZQW0 Gene ID: 169355.0 Gene Symbol: IDO2 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Expression of indoleamine 2,3-dioxygenase by plasmacytoid dendritic cells in tumor-draining lymph nodes. | 2004 Jul |
|
| Temperature-sensitive polymer-conjugated IFN-gamma induces the expression of IDO mRNA and activity by fibroblasts populated in collagen gel (FPCG). | 2004 Oct |
|
| Inhibition of indoleamine 2,3-dioxygenase (IDO) enhances elimination of virus-infected macrophages in an animal model of HIV-1 encephalitis. | 2005 Oct 1 |
|
| Synovial autoreactive T cells in rheumatoid arthritis resist IDO-mediated inhibition. | 2006 Dec 1 |
|
| Indoleamine 2,3-dioxygenase participates in the interferon-gamma-induced cell death process in cultured bovine luteal cells. | 2006 Mar |
|
| Novel tryptophan catabolic enzyme IDO2 is the preferred biochemical target of the antitumor indoleamine 2,3-dioxygenase inhibitory compound D-1-methyl-tryptophan. | 2007 Aug 1 |
|
| Abatacept modulates human dendritic cell-stimulated T-cell proliferation and effector function independent of IDO induction. | 2008 Jan |
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| Toxicology and pharmacokinetics of 1-methyl-d-tryptophan: absence of toxicity due to saturating absorption. | 2008 Jan |
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| Indoleamine 2,3-dioxygenase expression promotes renal ischemia-reperfusion injury. | 2008 Jul |
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| Overexpression of indoleamine 2,3-dioxygenase in human endometrial carcinoma cells induces rapid tumor growth in a mouse xenograft model. | 2008 Nov 15 |
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| Indoleamine 2,3-dioxygenase-2; a new enzyme in the kynurenine pathway. | 2009 Mar |
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| Inhibitor of indoleamine-2,3-dioxygenase 1-methyl-D-tryptophan can stimulate the growth of immunogenic tumors. | 2010 Oct |
|
| Purification and kinetic characterization of human indoleamine 2,3-dioxygenases 1 and 2 (IDO1 and IDO2) and discovery of selective IDO1 inhibitors. | 2011 Dec |
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| Indoleamine 2,3-dioxygenase 2 (IDO2) and the kynurenine pathway: characteristics and potential roles in health and disease. | 2013 Dec |
|
| IDO2 is critical for IDO1-mediated T-cell regulation and exerts a non-redundant function in inflammation. | 2014 Jul |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 16:33:12 UTC 2023
by
admin
on
Sat Dec 16 16:33:12 UTC 2023
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| Record UNII |
TX5CYN1KMZ
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| Record Status |
Validated (UNII)
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FDA ORPHAN DRUG |
608917
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NCI_THESAURUS |
C141137
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NCI_THESAURUS |
C129820
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CHEMBL571209
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DTXSID40911500
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405012
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DB12827
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9896
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110117-83-4
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ZZ-80
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721782
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TX5CYN1KMZ
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C71535
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100000173012
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| Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
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TARGET -> INHIBITOR |
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PRODRUG -> METABOLITE ACTIVE |
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ACTIVE MOIETY |
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