Ligand profile

CHEMBL134152

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00676 — Maltodextrin phosphorylase

Via homolog UniProt Q9ET01 Formula C₂₀H₁₃ClN₂O₆
pchembl 7.85 ~14.1 nM
Mol. weight 412.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL134152
UniProt (similar protein)
Q9ET01
pchembl
7.850 (~14.1 nM)
Target protein
KP13_00676

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 412.79 Da
LogP (Crippen) 4.18
H-bond donors 3
H-bond acceptors 5
TPSA 125.82 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 29
Fraction sp³ C 0.00
Formula C₂₀H₁₃ClN₂O₆

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 125.8
  • −1 ≤ LogP ≤ 5 4.18
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 412.8
  • LogP ≤ 5 4.18
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 125.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccccc1Oc1ccc(C(=O)O)c(C(=O)O)c1)c1cc(Cl)ccn1
InChI 
InChI=1S/C20H13ClN2O6/c21-11-7-8-22-16(9-11)18(24)23-15-3-1-2-4-17(15)29-12-5-6-13(19(25)26)14(10-12)20(27)28/h1-10H,(H,23,24)(H,25,26)(H,27,28)
InChIKey 
UDESZXCXPFWRNB-UHFFFAOYSA-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 KP13_00676.

PDB 122

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)