Ligand profile

CHEMBL336641

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01038 — Chorismate synthase

Via homolog UniProt P0A2Y6 Formula C₂₂H₁₆O₆
pchembl 6.00 ~1.0 µM
Mol. weight 376.36 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL336641
UniProt (similar protein)
P0A2Y6
pchembl
6.000 (~1.0 µM)
Target protein
KP13_01038

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 376.36 Da
LogP (Crippen) 4.00
H-bond donors 3
H-bond acceptors 6
TPSA 96.22 Ų
Rotatable bonds 4
Aromatic rings 3 / 4
Heavy atoms 28
Fraction sp³ C 0.05
Formula C₂₂H₁₆O₆

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 96.2
  • −1 ≤ LogP ≤ 5 4.00
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 376.4
  • LogP ≤ 5 4.00
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 96.2
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1/C(=C\c2ccc(OCc3ccccc3)cc2O)Oc2c1ccc(O)c2O
InChI 
InChI=1S/C22H16O6/c23-17-9-8-16-20(25)19(28-22(16)21(17)26)10-14-6-7-15(11-18(14)24)27-12-13-4-2-1-3-5-13/h1-11,23-24,26H,12H2/b19-10+
InChIKey 
XWBKQULRNBWJKE-VXLYETTFSA-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
PF01264

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_01038.

PDB 3

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

Ligand PDB entry

ChEMBL 10

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)