Ligand profile

CHEMBL323707

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3684 — glycogen/starch/alpha-glucan phosphorylases family protein

Via homolog UniProt P11217 Formula C₁₈H₁₈ClNO₆
pchembl 6.76 ~173.8 nM
Mol. weight 379.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL323707
UniProt (similar protein)
P11217
pchembl
6.760 (~173.8 nM)
Target protein
VK055_3684

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 379.80 Da
LogP (Crippen) 3.52
H-bond donors 3
H-bond acceptors 5
TPSA 116.42 Ų
Rotatable bonds 5
Aromatic rings 1 / 2
Heavy atoms 26
Fraction sp³ C 0.28
Formula C₁₈H₁₈ClNO₆

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 116.4
  • −1 ≤ LogP ≤ 5 3.52
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 379.8
  • LogP ≤ 5 3.52
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 116.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1=NC(C(=O)O)=C(C(=O)O)C(c2ccccc2Cl)/C1=C(\O)OC(C)C
InChI 
InChI=1S/C18H18ClNO6/c1-8(2)26-18(25)12-9(3)20-15(17(23)24)14(16(21)22)13(12)10-6-4-5-7-11(10)19/h4-8,13,25H,1-3H3,(H,21,22)(H,23,24)/b18-12+
InChIKey 
NZFJHCGEXPZMDD-LDADJPATSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF00343

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3684.

PDB 113

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)