Ligand profile

CHEMBL135541

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01038 — Chorismate synthase

Via homolog UniProt P0A2Y6 Formula C₂₁H₂₀O₈
pchembl 6.19 ~645.7 nM
Mol. weight 400.38 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL135541
UniProt (similar protein)
P0A2Y6
pchembl
6.190 (~645.7 nM)
Target protein
KP13_01038

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 400.38 Da
LogP (Crippen) 3.14
H-bond donors 3
H-bond acceptors 8
TPSA 122.52 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.24
Formula C₂₁H₂₀O₈

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 122.5
  • −1 ≤ LogP ≤ 5 3.14
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 400.4
  • LogP ≤ 5 3.14
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 122.5
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 
CCOC(=O)CCCOc1ccc(/C=C2/Oc3c(ccc(O)c3O)C2=O)c(O)c1
InChI 
InChI=1S/C21H20O8/c1-2-27-18(24)4-3-9-28-13-6-5-12(16(23)11-13)10-17-19(25)14-7-8-15(22)20(26)21(14)29-17/h5-8,10-11,22-23,26H,2-4,9H2,1H3/b17-10+
InChIKey 
IWMWCYCUYYCNOQ-LICLKQGHSA-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)