allosteric modulator 33 [PMID: 35878399]   Click here for help

GtoPdb Ligand ID: 12071

Synonyms: compound 33 [PMID: 35878399]
PDB Ligand
Compound class: Synthetic organic
Comment: This compound acts as a positive allosteric modulator (activator) of the alpha isoform of protein kinase cGMP-dependent 1 (PKG1α) [1]. It was designed as a pharmacological tool to explore the potential for exploiting PKG1α activation as a mechanism that would be applicable as a treatment for cardiovascular diseases. Compound 33 binds to an allosteric pocket that's proximal to PKG1α's low-affinity cGMP binding domain.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 113.14
Molecular weight 544.12
XLogP 5.79
No. Lipinski's rules broken 1
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Canonical SMILES OC[C@H](c1cc(Cl)cc(c1)Cl)O[C@H]1CCCN([C@H]1c1ccccc1)Cc1ccc(cc1[N+](=O)[O-])C(=O)O
Isomeric SMILES OC[C@H](c1cc(Cl)cc(Cl)c1)O[C@@H]1[C@H](c2ccccc2)N(Cc2c([N+](=O)[O-])cc(C(=O)O)cc2)CCC1
InChI InChI=1S/C27H26Cl2N2O6/c28-21-11-20(12-22(29)14-21)25(16-32)37-24-7-4-10-30(26(24)17-5-2-1-3-6-17)15-19-9-8-18(27(33)34)13-23(19)31(35)36/h1-3,5-6,8-9,11-14,24-26,32H,4,7,10,15-16H2,(H,33,34)/t24-,25+,26-/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-(((2S,3S)-3-((S)-1-(3,5-Dichlorophenyl)-2-hydroxyethoxy)-2-phenylpiperidin-1-yl)methyl)-3-nitrobenzoic Acid
Synonyms Click here for help
compound 33 [PMID: 35878399]
Database Links Click here for help
GtoPdb PubChem SID 472319193
PubChem CID 164885943
RCSB PDB Ligand B4I, B4I
Search Google for chemical match using the InChIKey REDPQDQMPNUDEP-NXCFDTQHSA-N
Search Google for chemicals with the same backbone REDPQDQMPNUDEP
UniChem Compound Search for chemical match using the InChIKey REDPQDQMPNUDEP-NXCFDTQHSA-N
UniChem Connectivity Search for chemical match using the InChIKey REDPQDQMPNUDEP-NXCFDTQHSA-N