| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| July 28th, 2004 | 16 | No |
Popular Name: Zileuton Zileuton
Find On: PubMed — Wikipedia — Google
CAS Numbers: 111406-87-2 , 132880-11-6 , [111406-87-2]
(+-)-1-(1-Benzo(b)thien-2-ylethyl)-1-hydroxyurea
(+-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea
(+/-)-1-(1-Benzo[b]thien-2-ylethyl)-1-hydroxyurea
1-(1-(Benzo[b]thiophen-2-yl)ethyl)-1-hydroxyurea
1-[1-(1-benzothien-2-yl)ethyl]-1-hydroxyurea
1-[1-(1-benzothiophen-2-yl)ethyl]-1-hydroxyurea
111406-87-2; D00414; Zileuton (USP/INN); Zyflo (TN)
CPD000466377; SAM001246738; ZILEUTON
CPD000466377; ZILEUTON; 111406-87-2
N-(1-Benzo(b)thien-2-ylethyl)-N-hydroxyurea
N-[1-(benzo[b]thiophen-2-yl)ethyl]-N-hydroxyurea
Urea, N-(1-benzo(b)thien-2-ylethyl)-N-hydroxy-
| 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) | 2.46 | -3.7 | -10.6 | 3 | 4 | 0 | 66 | 236.296 | 2 | ↓ |
| Hi High (pH 8-9.5) | 2.22 | -3.5 | -44.43 | 2 | 4 | -1 | 70 | 235.288 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| mechanism | 5-Lipoxygenase (5-LOX) inhibitor | IBScreen Bioactives IBScreen Bioactives |
| Therapy | 5-lipoxygenase inhibitor | SMDC Iconix |
| ALOGPS_SOLUBILITY | 5.39e-02 g/l | DrugBank-approved |
| Purity | 95% | Fluorochem |
| biological_use | Antiallergic | IBScreen Bioactives IBScreen Bioactives |
| Indications | antiasthmatic | KeyOrganics Bioactives |
| biological_use | Antiinflammatory agent | IBScreen Bioactives |
| UniProt Database Links | DOHH_PLAVS | ChEBI |
| Patent Database Links | EP1229034; EP1707216; EP1712220; EP1764111; EP1769797; EP1894559; US2003236298; US2004261190; US2005059686; US2005137216; US2005182103; US2006270676; US2006270681; US2007196350; US2007232681; US2007244185; WO2005040112; WO2005040114; WO2005121141; WO20060 | ChEBI |
| mechanism | inhibits leukotrienes (LTB4, LTC4, LTD4, and LTE4) formation | IBScreen Bioactives |
| biological_use | Investigated for treatment of irritable bowel disease | IBScreen Bioactives |
| Target | Lipoxygenase | Selleck Chemicals |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP01100z | NIH Clinical Collection via PubChem |
| Target | Others | Selleck Chemicals |
| biological_use | Potential antiasthmatic agent | IBScreen Bioactives |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP01100z | NIH Clinical Collection via PubChem |
| mechanism | weak inhibitor of CYP 1A2 | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CLTR2-1-E | Cysteinyl Leukotriene Receptor 2 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1500 | 0.51 | Binding ≤ 10μM |
| LOX5-1-E | Arachidonate 5-lipoxygenase (cluster #1 Of 6), Eukaryotic | Eukaryotes | 830 | 0.53 | Binding ≤ 10μM |
| LT4R1-1-E | Leukotriene B4 Receptor 1 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 420 | 0.56 | Binding ≤ 10μM |
| LKHA4-1-E | Leukotriene A4 Hydrolase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 850 | 0.53 | Functional ≤ 10μM |
| LOX5-2-E | Arachidonate 5-lipoxygenase (cluster #2 Of 7), Eukaryotic | Eukaryotes | 500 | 0.55 | Functional ≤ 10μM |
| Z100741-2-O | MC9 (Mast Cells) (cluster #2 Of 2), Other | Other | 550 | 0.55 | Functional ≤ 10μM |
| Z50587-4-O | Homo Sapiens (cluster #4 Of 9), Other | Other | 700 | 0.54 | Functional ≤ 10μM |
| Z50594-1-O | Mus Musculus (cluster #1 Of 9), Other | Other | 2400 | 0.49 | Functional ≤ 10μM |
| Z50597-1-O | Rattus Norvegicus (cluster #1 Of 12), Other | Other | 2000 | 0.50 | Functional ≤ 10μM |
| Z80419-1-O | RBL-1 (Basophilic Leukemia Cells) (cluster #1 Of 2), Other | Other | 100 | 0.61 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| LOX5_RAT | P12527 | Arachidonate 5-lipoxygenase, Rat | 140 | 0.60 | Binding ≤ 1μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 400 | 0.56 | Binding ≤ 1μM |
| LT4R1_HUMAN | Q15722 | Leukotriene B4 Receptor 1, Human | 420 | 0.56 | Binding ≤ 1μM |
| LOX5_RAT | P12527 | Arachidonate 5-lipoxygenase, Rat | 140 | 0.60 | Binding ≤ 10μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 1800 | 0.50 | Binding ≤ 10μM |
| CLTR2_HUMAN | Q9NS75 | Cysteinyl Leukotriene Receptor 2, Human | 1500 | 0.51 | Binding ≤ 10μM |
| LT4R1_HUMAN | Q15722 | Leukotriene B4 Receptor 1, Human | 1500 | 0.51 | Binding ≤ 10μM |
| LOX5_HUMAN | P09917 | Arachidonate 5-lipoxygenase, Human | 320 | 0.57 | Functional ≤ 10μM |
| LOX5_RAT | P12527 | Arachidonate 5-lipoxygenase, Rat | 1250 | 0.52 | Functional ≤ 10μM |
| Z50587 | Z50587 | Homo Sapiens | 1060 | 0.52 | Functional ≤ 10μM |
| LKHA4_HUMAN | P09960 | Leukotriene A4 Hydrolase, Human | 850 | 0.53 | Functional ≤ 10μM |
| Z100741 | Z100741 | MC9 (Mast Cells) | 550 | 0.55 | Functional ≤ 10μM |
| Z50594 | Z50594 | Mus Musculus | 1200 | 0.52 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 2000 | 0.50 | Functional ≤ 10μM |
| Z80419 | Z80419 | RBL-1 (Basophilic Leukemia Cells) | 100 | 0.61 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| G alpha (q) signalling events | |
| Leukotriene receptors | |
| Synthesis of 5-eicosatetraenoic acids | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Synthesis of Lipoxins (LX) |
