Ligand profile

CHEMBL131644

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00676 — Maltodextrin phosphorylase

Via homolog UniProt Q9ET01 Formula C₂₁H₁₆N₂O₇
pchembl 7.75 ~17.8 nM
Mol. weight 408.37 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL131644
UniProt (similar protein)
Q9ET01
pchembl
7.750 (~17.8 nM)
Target protein
KP13_00676

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.37 Da
LogP (Crippen) 3.53
H-bond donors 3
H-bond acceptors 6
TPSA 135.05 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.05
Formula C₂₁H₁₆N₂O₇

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 135.1
  • −1 ≤ LogP ≤ 5 3.53
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 408.4
  • LogP ≤ 5 3.53
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 135.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccnc(C(=O)Nc2ccccc2Oc2ccc(C(=O)O)c(C(=O)O)c2)c1
InChI 
InChI=1S/C21H16N2O7/c1-29-12-8-9-22-17(11-12)19(24)23-16-4-2-3-5-18(16)30-13-6-7-14(20(25)26)15(10-13)21(27)28/h2-11H,1H3,(H,23,24)(H,25,26)(H,27,28)
InChIKey 
JRTFNBZVKJXAET-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)