NBI 31772: an insulin-like growth factor-binding protein ligand; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
NBI-31772 : An isoquinoline substituted by 3,4-dihydroxybenzoyl, carboxy, hydroxy, and hydroxy groups at positions 1, 3, 6, and 7, respectively. It is a potent inhibitor of insulin-like growth factor-1 binding protein (IGFBP). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
ID Source | ID |
---|---|
PubMed CID | 135543997 |
CHEMBL ID | 292700 |
CHEBI ID | 195417 |
SCHEMBL ID | 6014808 |
MeSH ID | M0401633 |
Synonym |
---|
nbi-31772 |
nbi 31772 |
CHEMBL292700 , |
1-(3,4-dihydroxy-benzoyl)-6,7-dihydroxy-isoquinoline-3-carboxylic acid |
bdbm50106431 |
1-(3,4-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid |
6,7-dihydroxy-1-(3,4-dihydroxybenzoyl)isoquinoline-3-carboxylic acid |
374620-70-9 |
nbi31772 |
1-(3',4'-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid |
CHEBI:195417 |
1-(3,4-dihydroxybenzoyl)-6,7-dihydroxy-3-isoquinolinecarboxylic acid |
nbi-31772 hydrate |
3-isoquinolinecarboxylic acid, 1-(3,4-dihydroxybenzoyl)-6,7-dihydroxy- |
SCHEMBL6014808 |
AKOS025147334 |
DTXSID80741040 |
1-[(3,4-dioxocyclohexa-1,5-dien-1-yl)(hydroxy)methylidene]-6,7-dihydroxy-1,2-dihydroisoquinoline-3-carboxylic acid |
unii-7dyh3xnp6h |
7DYH3XNP6H , |
4-(3-(dihydroxymethylidene)-6,7-dihydroxy-2h-isoquinoline-1-carbonyl)cyclohexa-3,5-diene-1,2-dione |
MS-25209 |
ZPA62070 |
EX-A6162 |
[1-(3',4'-dihydroxybenzoyl)-6,7-dihydroxyisoquinoline-3-carboxylic acid] |
CS-0032990 |
HY-110135 |
Excerpt | Reference |
---|---|
" Whereas IGF-I peptide variants, which bind to IGFBPs but not the IGF-I receptor, have been shown to be potent IGF/IGFBP inhibitors, small molecule nonpeptide IGF/IGFBP inhibitors have the potential advantages of oral bioavailability and flexible dosing regimen." | ( Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. Chen, C; Ling, N; Liu, XJ; Lu, ZX; Xie, Q; Zhu, YF, 2001) |
"The insulin-like growth factor-binding protein 4 (IGFBP-4), which exists in many different tissues and biological fluids, modulates insulin-like growth factor 1 (IGF-1) bioavailability in part by competitive sequestration and prevention of interaction with cell membrane IGF-1 receptors." | ( Development of a scintillation proximity assay for human insulin-like growth factor-binding protein 4 compatible with inhibitor high-throughput screening. Khawaja, XZ, 2007) |
Excerpt | Reference |
---|---|
" Whereas IGF-I peptide variants, which bind to IGFBPs but not the IGF-I receptor, have been shown to be potent IGF/IGFBP inhibitors, small molecule nonpeptide IGF/IGFBP inhibitors have the potential advantages of oral bioavailability and flexible dosing regimen." | ( Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. Chen, C; Ling, N; Liu, XJ; Lu, ZX; Xie, Q; Zhu, YF, 2001) |
Role | Description |
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insulin-like growth factor-binding protein inhibitor | Any inhibitor that acts on insulin-like growth factor-binding proteins. |
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Class | Description |
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aromatic ketone | A ketone in which the carbonyl group is attached to an aromatic ring. |
isoquinolines | A class of organic heteropolycyclic compound consisting of isoquinoline and its substitution derivatives. |
hydroxy monocarboxylic acid | Any monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent. |
benzenediols | |
tetrol | A polyol that contains 4 hydroxy groups. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Insulin-like growth factor-binding protein 1 | Homo sapiens (human) | Ki | 0.0051 | 0.0051 | 0.0051 | 0.0051 | AID93211 |
Insulin-like growth factor-binding protein 3 | Homo sapiens (human) | Ki | 0.0056 | 0.0056 | 0.0056 | 0.0056 | AID93214; AID93215 |
Insulin-like growth factor-binding protein 2 | Homo sapiens (human) | Ki | 0.0021 | 0.0021 | 0.0021 | 0.0021 | AID93212 |
Insulin-like growth factor-binding protein 4 | Homo sapiens (human) | Ki | 0.0010 | 0.0010 | 0.0010 | 0.0010 | AID93216 |
Insulin-like growth factor-binding protein 6 | Homo sapiens (human) | Ki | 0.0236 | 0.0236 | 0.0236 | 0.0236 | AID93355 |
Insulin-like growth factor-binding protein 5 | Homo sapiens (human) | Ki | 0.0054 | 0.0052 | 0.0054 | 0.0056 | AID93353; AID93354 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID93211 | The compound was tested for binding affinity against insulin-like growth factor binding protein 1 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID21899 | Calculated partition coefficient (clogP) | 2003 | Bioorganic & medicinal chemistry letters, Jun-02, Volume: 13, Issue:11 | 6,7-dihydroxyisoquinoline-3-carboxylic acids are potent inhibitors on the binding of insulin-like growth factor (IGF) to IGF-binding proteins: optimization of the 1-position benzoyl side chain. |
AID93212 | The compound was tested for binding affinity against insulin-like growth factor binding protein 2 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID93216 | The compound was tested for binding affinity against Insulin-like growth factor binding protein 4 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID93354 | The compound was tested for binding affinity against Insulin-like growth factor binding protein 5 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID93355 | The compound was tested for binding affinity against Insulin-like growth factor binding protein 6 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID93214 | Ability to displace Insulin-Like Growth Factor (IGF-I) from its binding to human insulin-like growth factor binding protein 3 (hIGFBP-3) | 2003 | Bioorganic & medicinal chemistry letters, Jun-02, Volume: 13, Issue:11 | 6,7-dihydroxyisoquinoline-3-carboxylic acids are potent inhibitors on the binding of insulin-like growth factor (IGF) to IGF-binding proteins: optimization of the 1-position benzoyl side chain. |
AID93215 | Inhibitory activity against Insulin-like growth factor binding protein 3 | 2001 | Journal of medicinal chemistry, Nov-08, Volume: 44, Issue:23 | Discovery of a series of nonpeptide small molecules that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
AID93353 | Ability of compound to displace Insulin-Like Growth Factor (IGF-I) from its binding to Insulin-like growth factor binding protein 5 (IGFBP-5) | 2003 | Bioorganic & medicinal chemistry letters, Jun-02, Volume: 13, Issue:11 | Quinoline-carboxylic acids are potent inhibitors that inhibit the binding of insulin-like growth factor (IGF) to IGF-binding proteins. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 11 (78.57) | 29.6817 |
2010's | 2 (14.29) | 24.3611 |
2020's | 1 (7.14) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 14 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |