| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 26th, 2005 | 25 | Yes |
Popular Name: Indomethacin Indomethacin
Find On: PubMed — Wikipedia — Google
CAS Numbers: , 53-86-1 , 54-86-1 , 74252-25-8 , 7681-54-1 , [53-86-1]
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid
1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetic acid
1H-indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-
2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid
53-86-1; C01926; Indometacin; Indomethacin
53-86-1; Indomethacin; Prestwick_597
74252-25-8 (hydrochloride salt, tri-hydrate)
7681-54-1 (hydrochloride salt)
CPD000449290; Indomethacin; SAM001246982
indometacin; indometacina; indometacine; indometacinum
Indomethacin (Indocid, Indocin)
Indomethacin, Antibiotic for Culture Media Use Only
Indomethacin, Indochron E-R, Indocin-SR, Indocid, Indocin
Indomethacin, Indochron E-R, Indocin-SR, Indocid, Indocin, Indomethacin
JAN); Indometacin Farnesil (JAN); Indomethacin (FDA
JAN); Indometacin Farnesil (JAN); Indomethacin Sodium (FDA
Sodium 2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetate
USP); Indomethacin Sodium (FDA
[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 3.99 | 11.18 | -50.91 | 0 | 5 | -1 | 71 | 356.785 | 4 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Melting_Point | 158-161? | Alfa-Aesar |
| Melting_Point | 158-161° | Alfa-Aesar |
| MP | 160 | TCI |
| ALOGPS_SOLUBILITY | 2.40e-03 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| UniProt Database Links | AK1C1_HUMAN; AK1C2_HUMAN; AK1C3_HUMAN; MFS10_BOVIN; MFS10_HUMAN; MFS10_MOUSE; PA22_LACMU; PGH2_MOUSE; S226A_XENLA; S226B_XENLA; S22A6_BOVIN; S22A6_DANRE; S22A6_HUMAN; S22A6_MACFA; S22A6_MOUSE; S22A6_PIG; S22A6_PONAB; S22A6_PSEAM; S22A6_RABIT; S22A6_RAT; S | ChEBI |
| Therapy | Anti-inflammatory; antipyretic and analgesic; blocks prostaglandin biosynthesis by inhibiting prostaglandin cyclooxygena | SMDC Iconix |
| biological_use | Antiinflammatories | IBScreen Bioactives IBScreen Bioactives |
| therap | antiinflammatory, antipyretic, analgesic | MicroSource Spectrum |
| biological_use | Antipyretics | IBScreen Bioactives |
| biological_use | Antirheumatics | IBScreen Bioactives |
| Target | COX | Selleck Chemicals |
| Patent Database Links | EP0908186; EP1029542; EP1088550; EP1106175; EP1176140; EP1231209; EP1310488; EP1405646; EP1422225; EP1493439; EP1510205; EP1520590; EP1535614; EP1541144; EP1541177; EP1561460; EP1593386; EP1595936; EP1602334; EP1611877; EP1611879; EP1634584; EP1659172; EP | ChEBI |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 100475; .25 water | NIH Clinical Collection via PubChem |
| Indications | NSAID | KeyOrganics Bioactives |
| Target | Others | Selleck Chemicals |
| mechanism | Possible cyclooxygenase-inhibitor. | IBScreen Bioactives |
| mechanism | Prostaglandin-antagonist | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Prostaglandin-antagonist; Prostaglandin-synthesis-inhibitor; possible cyclooxygenase-inhibitor. | ZereneX Building Blocks |
| mechanism | Prostaglandin-synthesis-inhibitor | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 100475; SALT: .25 water | NIH Clinical Collection via PubChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALDR-1-E | Aldose Reductase (cluster #1 Of 5), Eukaryotic | Eukaryotes | 6000 | 0.29 | Binding ≤ 10μM |
| GPR44-1-E | G Protein-coupled Receptor 44 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 8000 | 0.29 | Binding ≤ 10μM |
| IL8-1-E | Interleukin-8 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 50 | 0.41 | Binding ≤ 10μM |
| PGH1-1-E | Cyclooxygenase-1 (cluster #1 Of 6), Eukaryotic | Eukaryotes | 6 | 0.46 | Binding ≤ 10μM |
| PGH2-8-E | Cyclooxygenase-2 (cluster #8 Of 8), Eukaryotic | Eukaryotes | 9 | 0.45 | Binding ≤ 10μM |
| PTGDS-1-E | Prostaglandin-H2 D-isomerase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 500 | 0.35 | Binding ≤ 10μM |
| LOX5-1-E | Arachidonate 5-lipoxygenase (cluster #1 Of 7), Eukaryotic | Eukaryotes | 7000 | 0.29 | Functional ≤ 10μM |
| PGH1-1-E | Cyclooxygenase-1 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 200 | 0.38 | Functional ≤ 10μM |
| PGH2-1-E | Cyclooxygenase-2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 20 | 0.43 | Functional ≤ 10μM |
| THAS-1-E | Thromboxane-A Synthase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 100 | 0.39 | Functional ≤ 10μM |
| Z102213-1-O | Blood (cluster #1 Of 2), Other | Other | 400 | 0.36 | Functional ≤ 10μM |
| Z50587-1-O | Homo Sapiens (cluster #1 Of 9), Other | Other | 800 | 0.34 | Functional ≤ 10μM |
| Z50594-1-O | Mus Musculus (cluster #1 Of 9), Other | Other | 500 | 0.35 | Functional ≤ 10μM |
| Z50597-1-O | Rattus Norvegicus (cluster #1 Of 12), Other | Other | 800 | 0.34 | Functional ≤ 10μM |
| Z80418-2-O | RAW264.7 (Monocytic-macrophage Leukemia Cells) (cluster #2 Of 9), Other | Other | 53 | 0.41 | Functional ≤ 10μM |
| Z80548-1-O | THP-1 (Acute Monocytic Leukemia Cells) (cluster #1 Of 5), Other | Other | 4 | 0.47 | Functional ≤ 10μM |
| Z81267-1-O | Mononuclear Cell Line (cluster #1 Of 1), Other | Other | 300 | 0.37 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| PGH1_SHEEP | P05979 | Cyclooxygenase-1, Sheep | 100 | 0.39 | Binding ≤ 1μM |
| PGH1_BOVIN | O62664 | Cyclooxygenase-1, Bovin | 1000 | 0.34 | Binding ≤ 1μM |
| PGH1_RAT | Q63921 | Cyclooxygenase-1, Rat | 100 | 0.39 | Binding ≤ 1μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 10 | 0.45 | Binding ≤ 1μM |
| PGH1_MOUSE | P22437 | Cyclooxygenase-1, Mouse | 2 | 0.49 | Binding ≤ 1μM |
| PGH2_BOVIN | O62698 | Cyclooxygenase-2, Bovin | 1000 | 0.34 | Binding ≤ 1μM |
| PGH2_MOUSE | Q05769 | Cyclooxygenase-2, Mouse | 210 | 0.37 | Binding ≤ 1μM |
| PGH2_SHEEP | P79208 | Cyclooxygenase-2, Sheep | 150 | 0.38 | Binding ≤ 1μM |
| PGH2_RAT | P35355 | Cyclooxygenase-2, Rat | 10 | 0.45 | Binding ≤ 1μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 10 | 0.45 | Binding ≤ 1μM |
| GPR44_HUMAN | Q9Y5Y4 | G Protein-coupled Receptor 44, Human | 50 | 0.41 | Binding ≤ 1μM |
| IL8_HUMAN | P10145 | Interleukin-8, Human | 50 | 0.41 | Binding ≤ 1μM |
| PTGDS_MOUSE | O09114 | Prostaglandin-H2 D-isomerase, Mouse | 500 | 0.35 | Binding ≤ 1μM |
| ALDR_HUMAN | P15121 | Aldose Reductase, Human | 6000 | 0.29 | Binding ≤ 10μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 10 | 0.45 | Binding ≤ 10μM |
| PGH1_MOUSE | P22437 | Cyclooxygenase-1, Mouse | 2 | 0.49 | Binding ≤ 10μM |
| PGH1_SHEEP | P05979 | Cyclooxygenase-1, Sheep | 100 | 0.39 | Binding ≤ 10μM |
| PGH1_RAT | Q63921 | Cyclooxygenase-1, Rat | 100 | 0.39 | Binding ≤ 10μM |
| PGH1_BOVIN | O62664 | Cyclooxygenase-1, Bovin | 1000 | 0.34 | Binding ≤ 10μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 10 | 0.45 | Binding ≤ 10μM |
| PGH2_BOVIN | O62698 | Cyclooxygenase-2, Bovin | 1000 | 0.34 | Binding ≤ 10μM |
| PGH2_MOUSE | Q05769 | Cyclooxygenase-2, Mouse | 210 | 0.37 | Binding ≤ 10μM |
| PGH2_SHEEP | P79208 | Cyclooxygenase-2, Sheep | 10000 | 0.28 | Binding ≤ 10μM |
| PGH2_RAT | P35355 | Cyclooxygenase-2, Rat | 10 | 0.45 | Binding ≤ 10μM |
| GPR44_HUMAN | Q9Y5Y4 | G Protein-coupled Receptor 44, Human | 50 | 0.41 | Binding ≤ 10μM |
| IL8_HUMAN | P10145 | Interleukin-8, Human | 50 | 0.41 | Binding ≤ 10μM |
| PTGDS_MOUSE | O09114 | Prostaglandin-H2 D-isomerase, Mouse | 500 | 0.35 | Binding ≤ 10μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 7000 | 0.29 | Functional ≤ 10μM |
| Z102213 | Z102213 | Blood | 120 | 0.39 | Functional ≤ 10μM |
| PGH1_BOVIN | O62664 | Cyclooxygenase-1, Bovin | 11 | 0.45 | Functional ≤ 10μM |
| PGH1_RAT | Q63921 | Cyclooxygenase-1, Rat | 2.9 | 0.48 | Functional ≤ 10μM |
| PGH1_HUMAN | P23219 | Cyclooxygenase-1, Human | 11 | 0.45 | Functional ≤ 10μM |
| PGH1_MOUSE | P22437 | Cyclooxygenase-1, Mouse | 20 | 0.43 | Functional ≤ 10μM |
| PGH2_BOVIN | O62698 | Cyclooxygenase-2, Bovin | 11 | 0.45 | Functional ≤ 10μM |
| PGH2_MOUSE | Q05769 | Cyclooxygenase-2, Mouse | 20 | 0.43 | Functional ≤ 10μM |
| PGH2_SHEEP | P79208 | Cyclooxygenase-2, Sheep | 11 | 0.45 | Functional ≤ 10μM |
| PGH2_RAT | P35355 | Cyclooxygenase-2, Rat | 2.9 | 0.48 | Functional ≤ 10μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 36 | 0.42 | Functional ≤ 10μM |
| Z50587 | Z50587 | Homo Sapiens | 1000 | 0.34 | Functional ≤ 10μM |
| Z81267 | Z81267 | Mononuclear Cell Line | 300 | 0.37 | Functional ≤ 10μM |
| Z50594 | Z50594 | Mus Musculus | 240 | 0.37 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 2.9 | 0.48 | Functional ≤ 10μM |
| Z80418 | Z80418 | RAW264.7 (Monocytic-macrophage Leukemia Cells) | 52.8 | 0.41 | Functional ≤ 10μM |
| Z80548 | Z80548 | THP-1 (Acute Monocytic Leukemia Cells) | 3.6 | 0.47 | Functional ≤ 10μM |
| THAS_HUMAN | P24557 | Thromboxane-A Synthase, Human | 100 | 0.39 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| ATF4 activates genes | |
| Chemokine receptors bind chemokines | |
| COX reactions | |
| Eicosanoids | |
| G alpha (i) signalling events | |
| Nicotinamide salvaging | |
| Peptide ligand-binding receptors | |
| Pregnenolone biosynthesis | |
| Prostanoid ligand receptors | |
| Senescence-Associated Secretory Phenotype (SASP) | |
| Synthesis of 15-eicosatetraenoic acid derivatives | |
| Synthesis of 5-eicosatetraenoic acids | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Synthesis of Lipoxins (LX) | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) |
