Ligand profile

CHEMBL133114

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00676 — Maltodextrin phosphorylase

Via homolog UniProt P06737 Formula C₂₀H₁₂FN₃O₈
pchembl 7.89 ~12.9 nM
Mol. weight 441.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL133114
UniProt (similar protein)
P06737
pchembl
7.890 (~12.9 nM)
Target protein
KP13_00676

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 441.33 Da
LogP (Crippen) 3.57
H-bond donors 3
H-bond acceptors 7
TPSA 168.96 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 32
Fraction sp³ C 0.00
Formula C₂₀H₁₂FN₃O₈

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 169.0
  • −1 ≤ LogP ≤ 5 3.57
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 441.3
  • LogP ≤ 5 3.57
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 169.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1cc(F)ccc1Oc1ccc(C(=O)O)c(C(=O)O)c1)c1cc([N+](=O)[O-])ccn1
InChI 
InChI=1S/C20H12FN3O8/c21-10-1-4-17(32-12-2-3-13(19(26)27)14(9-12)20(28)29)15(7-10)23-18(25)16-8-11(24(30)31)5-6-22-16/h1-9H,(H,23,25)(H,26,27)(H,28,29)
InChIKey 
NDEXRLSYNXSBIM-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)