Information
CH5138303 CH5138303 is an orally available Hsp90 inhibitor with K d of 0.48 nM.
Targets
HSP90α (Cell-free assay) 0.48 nM(Kd)
In vitro
CH5138303 shows high affinity to Hsp90αand potent cell growth inhibitory activity against an HCT116 colorectal cancer cell line and an NCI-N87 gastric cancer cell line with IC50 of 98 nM and 66 nM, respectively. [1] Besides, CH5138303 also demonstrates liver microsomal stability.
In vivo
CH5138303 (50 mg/kg p.o.) displays high oral bioavailability in mice and produces potent antitumor efficacy in a human NCI-N87 gastric cancer xenograft model.
Cell Research(from reference)
Cell lines：HCT116 and NCI-N87 cell lines
Concentrations：~10 μM
Incubation Time：4 days
| ALogP | 2.956 |
|---|---|
| hba_count | 5 |
| HBD Count | 2 |
| Rotatable Bond | 6 |
| Canonical Smiles | C1C2=C3C(=CC(=C(C3=CC=C2)C4=NC(=NC(=N4)SCCCC(=O)N)N)Cl)CO1 |
|---|---|
| IUPAC Name | 4-[[4-amino-6-(7-chloro-3-oxatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaen-8-yl)-1,3,5-triazin-2-yl]sulfanyl]butanamide |
| InChIKey | VIGHQZSTZWNWFA-UHFFFAOYSA-N |
| INCHI | 1S/C19H18ClN5O2S/c20-13-7-11-9-27-8-10-3-1-4-12(15(10)11)16(13)17-23-18(22)25-19(24-17)28-6-2-5-14(21)26/h1,3-4,7H,2,5-6,8-9H2,(H2,21,26)(H2,22,23,24,25) |
| Isomeric SMILES | C1C2=C3C(=CC(=C(C3=CC=C2)C4=NC(=NC(=N4)SCCCC(=O)N)N)Cl)CO1 |
| Molecular Weight | 415.9 |
| Reaxy-Rn | 18931778 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18931778&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Naphthalenes |
| Subclass | Chloronaphthalenes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Chloronaphthalenes |
| Alternative Parents | 2-benzopyrans Alkyl-2-thio-S-triazines Alkylarylthioethers Aminotriazines Aryl chlorides Fatty amides Heteroaromatic compounds Primary carboxylic acid amides Amino acids and derivatives Dialkyl ethers Azacyclic compounds Sulfenyl compounds Oxacyclic compounds Hydrocarbon derivatives Carbonyl compounds Primary amines Organic oxides Organochlorides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Chloronaphthalene - Benzopyran - 2-benzopyran - Alkyl-2-thio-s-triazine - Aryl thioether - Amino-1,3,5-triazine - Aminotriazine - Alkylarylthioether - Aryl chloride - Aryl halide - Fatty amide - 1,3,5-triazine - Fatty acyl - Triazine - Heteroaromatic compound - Amino acid or derivatives - Carboxamide group - Primary carboxylic acid amide - Sulfenyl compound - Organoheterocyclic compound - Thioether - Oxacycle - Carboxylic acid derivative - Dialkyl ether - Ether - Azacycle - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Amine - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organosulfur compound - Primary amine - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as chloronaphthalenes. These are aromatic heterocyclic compounds containing a naphthalene moiety substituted at one or more positions by a chlorine atom. |
| External Descriptors | Not available |
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| Solubility | Solubility (25°C) In vitro DMSO: 83 mg/mL (199.56 mM); Water: Insoluble; Ethanol: Insoluble; |
|---|---|
| DMSO(mg / mL) Max Solubility | 83 |
| DMSO(mM) Max Solubility | 199.5672037 |
| Water(mg / mL) Max Solubility | ＜1 |
| Molecular Weight | 415.900 g/mol |
| XLogP3 | 2.400 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 6 |
| Exact Mass | 415.087 Da |
| Monoisotopic Mass | 415.087 Da |
| Topological Polar Surface Area | 142.000 Ų |
| Heavy Atom Count | 28 |
| Formal Charge | 0 |
| Complexity | 558.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
D2307849