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PZL-A   Click here for help

GtoPdb Ligand ID: 13865

PDB Ligand
Compound class: Synthetic organic
Comment: PZL-A is a small molecule that is proposed to stabilise the structure and function of mitochondrial DNA polymerase (mtPOLG) [1], with the intention of combating the lethal pathological effects that are caused by mutant POLG and associated mtDNA depletion. PZL-A interacts at the POLG/POLG2 interface, in a position that is distinct from the POLG catalytic sites.
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 Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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 2
Rotatable bonds 5
Topological polar surface area 65.96
Molecular weight 368.82
XLogP 2.24
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C1=CC=C(C=C1)N2C=CC(=N2)NC(=O)N[C@H]3CCOC4=C(C=CC=C34)Cl
Isomeric SMILES ClC1=CC=CC2=C1OCC[C@@H]2NC(=O)NC3=NN(C=C3)C4=CC=CC=C4
InChI InChI=1S/C19H17ClN4O2/c20-15-8-4-7-14-16(10-12-26-18(14)15)21-19(25)22-17-9-11-24(23-17)13-5-2-1-3-6-13/h1-9,11,16H,10,12H2,(H2,21,22,23,25)/t16-/m0/s1
InChI Key BSTIDGXIEVTIMB-INIZCTEOSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
1-[(4S)-8-chloro-3,4-dihydro-2H-1-benzopyran-4-yl]-3-(1-phenyl-1H-pyrazol-3-yl)urea
Database Links Click here for help
GtoPdb PubChem SID 513757550
RCSB PDB Ligand A1IK1
Search Google for chemical match using the InChIKey BSTIDGXIEVTIMB-INIZCTEOSA-N
Search Google for chemicals with the same backbone BSTIDGXIEVTIMB
UniChem Compound Search for chemical match using the InChIKey BSTIDGXIEVTIMB-INIZCTEOSA-N
UniChem Connectivity Search for chemical match using the InChIKey BSTIDGXIEVTIMB-INIZCTEOSA-N