Ligand profile

CHEMBL132640

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00676 — Maltodextrin phosphorylase

Via homolog UniProt P06737 Formula C₂₀H₁₂ClFN₂O₆
pchembl 8.00 ~10.0 nM
Mol. weight 430.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL132640
UniProt (similar protein)
P06737
pchembl
8.000 (~10.0 nM)
Target protein
KP13_00676

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 430.78 Da
LogP (Crippen) 4.32
H-bond donors 3
H-bond acceptors 5
TPSA 125.82 Ų
Rotatable bonds 6
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.00
Formula C₂₀H₁₂ClFN₂O₆

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 4.32
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 430.8
  • LogP ≤ 5 4.32
  • 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(Nc1c(F)cccc1Oc1ccc(C(=O)O)c(C(=O)O)c1)c1cc(Cl)ccn1
InChI 
InChI=1S/C20H12ClFN2O6/c21-10-6-7-23-15(8-10)18(25)24-17-14(22)2-1-3-16(17)30-11-4-5-12(19(26)27)13(9-11)20(28)29/h1-9H,(H,24,25)(H,26,27)(H,28,29)
InChIKey 
PYDCBYWMWBYISI-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)