Ligand profile

CHEMBL5199021

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₂₁H₁₇ClN₂
Mol. weight 332.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5199021
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 332.83 Da
LogP (Crippen) 5.33
H-bond donors 0
H-bond acceptors 2
TPSA 15.60 Ų
Rotatable bonds 2
Aromatic rings 3 / 4
Heavy atoms 24
Fraction sp³ C 0.10
Formula C₂₁H₁₇ClN₂

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 15.6
  • −1 ≤ LogP ≤ 5 5.33
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 332.8
  • LogP ≤ 5 5.33
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 15.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1c2ccc(Cl)cc2C(c2ccccc2)=NC1c1ccccc1
InChI 
InChI=1S/C21H17ClN2/c1-24-19-13-12-17(22)14-18(19)20(15-8-4-2-5-9-15)23-21(24)16-10-6-3-7-11-16/h2-14,21H,1H3
InChIKey 
LHOWIBKTZDWHKN-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
Activity
Active
Binding sites
PF07690

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_00107.

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)