S1g-2   Click here for help

GtoPdb Ligand ID: 12929

Compound class: Synthetic organic
Comment: S1g-2 is a small molecule that binds to heat shock protein 70 (Hsp70) and disrupts its regulatory interaction with the pro-apoptotic protein BCL2 like 11 (a.k.a. Bim; BCL2L11) [2]. S1g-2 is used as an experimental tool to demonstrate the potential antitumour effect of inhibiting the Hsp70/Bim interaction in therapy resistant cancers [2-4]. The ligand binds within Hsp70's nucleotide-binding domain (NBD) [2] at a site that is distinct from that of the allosteric anticancer compound MKT-077 (PubChem CID 6912334) [1].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 104.49
Molecular weight 420.53
XLogP 3.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES COC(=O)CCNC1=C(C#N)C(=O)C2=CC=CC3=C(C=CC1=C32)SC4CCCCC4
Isomeric SMILES COC(=O)CCNC1=C(C#N)C(=O)C2=CC=CC3=C2C1=CC=C3SC4CCCCC4
InChI InChI=1S/C24H24N2O3S/c1-29-21(27)12-13-26-23-17-10-11-20(30-15-6-3-2-4-7-15)16-8-5-9-18(22(16)17)24(28)19(23)14-25/h5,8-11,15,26H,2-4,6-7,12-13H2,1H3
InChI Key ALEFCIVJKDWCTG-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
methyl 3-{[2-cyano-6-(cyclohexylsulfanyl)-1-oxo-1H-phenalen-3-yl]amino}propanoate
Database Links Click here for help
GtoPdb PubChem SID 485206050
PubChem CID 169422742
Search Google for chemical match using the InChIKey ALEFCIVJKDWCTG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ALEFCIVJKDWCTG
UniChem Compound Search for chemical match using the InChIKey ALEFCIVJKDWCTG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ALEFCIVJKDWCTG-UHFFFAOYSA-N