Ligand profile

CHEMBL135231

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01038 — Chorismate synthase

Via homolog UniProt P0A2Y6 Formula C₂₁H₂₂O₆
pchembl 6.50 ~316.2 nM
Mol. weight 370.40 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL135231
UniProt (similar protein)
P0A2Y6
pchembl
6.500 (~316.2 nM)
Target protein
KP13_01038

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 370.40 Da
LogP (Crippen) 4.38
H-bond donors 3
H-bond acceptors 6
TPSA 96.22 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 27
Fraction sp³ C 0.29
Formula C₂₁H₂₂O₆

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 4.38
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 370.4
  • LogP ≤ 5 4.38
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • 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 
CCCCCCOc1ccc(/C=C2/Oc3c(ccc(O)c3O)C2=O)c(O)c1
InChI 
InChI=1S/C21H22O6/c1-2-3-4-5-10-26-14-7-6-13(17(23)12-14)11-18-19(24)15-8-9-16(22)20(25)21(15)27-18/h6-9,11-12,22-23,25H,2-5,10H2,1H3/b18-11+
InChIKey 
QNXCSKWBDBRZBW-WOJGMQOQSA-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)