NSC61610   Click here for help

GtoPdb Ligand ID: 10364

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: NSC61610 is a LANCL2 modulator that was discovered using high-throughput, structure-based virtual screening [2]. It has a poor drug-like profile, passing only one of the six Lipinski-like filters. BT-11 was designed as an improved version of NSC61610 (it passes three of the Lipinski rules).
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 6
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 115.56
Molecular weight 548.2
XLogP 6.46
No. Lipinski's rules broken 1
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 O=C(c1ccc(cc1)C(=O)Nc1cccc(c1)c1nc2c([nH]1)cccc2)Nc1cccc(c1)c1nc2c([nH]1)cccc2
Isomeric SMILES O=C(c1ccc(cc1)C(=O)Nc1cccc(c1)c1nc2c([nH]1)cccc2)Nc1cccc(c1)c1nc2c([nH]1)cccc2
InChI InChI=1S/C34H24N6O2/c41-33(35-25-9-5-7-23(19-25)31-37-27-11-1-2-12-28(27)38-31)21-15-17-22(18-16-21)34(42)36-26-10-6-8-24(20-26)32-39-29-13-3-4-14-30(29)40-32/h1-20H,(H,35,41)(H,36,42)(H,37,38)(H,39,40)
InChI Key WSXIJTIFOWCMIQ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-N,4-N-bis[3-(1H-benzimidazol-2-yl)phenyl]benzene-1,4-dicarboxamide
Database Links Click here for help
BindingDB Ligand 47836
ChEMBL Ligand CHEMBL1562963
GtoPdb PubChem SID 384403644
PubChem CID 247228
Search Google for chemical match using the InChIKey WSXIJTIFOWCMIQ-UHFFFAOYSA-N
Search Google for chemicals with the same backbone WSXIJTIFOWCMIQ
UniChem Compound Search for chemical match using the InChIKey WSXIJTIFOWCMIQ-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey WSXIJTIFOWCMIQ-UHFFFAOYSA-N