Ligand profile

CHEMBL4483092

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32154 — ATP-dependent Clp protease proteolytic subunit ClpP

Via homolog UniProt P0A6G7 Formula C₂₉H₂₉N₂O₅P
pchembl 6.22 ~602.6 nM
Mol. weight 516.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4483092
UniProt (similar protein)
P0A6G7
pchembl
6.220 (~602.6 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 516.53 Da
LogP (Crippen) 7.03
H-bond donors 1
H-bond acceptors 6
TPSA 77.10 Ų
Rotatable bonds 10
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.14
Formula C₂₉H₂₉N₂O₅P

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 77.1
  • −1 ≤ LogP ≤ 5 7.03
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 516.5
  • LogP ≤ 5 7.03
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 77.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)c1ccc(C(NC(=O)OCc2ccccc2)P(=O)(Oc2ccccc2)Oc2ccccc2)cc1
InChI 
InChI=1S/C29H29N2O5P/c1-31(2)25-20-18-24(19-21-25)28(30-29(32)34-22-23-12-6-3-7-13-23)37(33,35-26-14-8-4-9-15-26)36-27-16-10-5-11-17-27/h3-21,28H,22H2,1-2H3,(H,30,32)
InChIKey 
WFHUGYPJIZZZIQ-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Activity
Active
Binding sites
PF00574

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_32154.

PDB 5

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)