Ligand profile

CHEMBL4444802

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0A6G7 Formula C₃₁H₃₂N₃O₅P
pchembl 6.22 ~602.6 nM
Mol. weight 557.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4444802
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 557.59 Da
LogP (Crippen) 6.37
H-bond donors 2
H-bond acceptors 7
TPSA 89.13 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 40
Fraction sp³ C 0.19
Formula C₃₁H₃₂N₃O₅P

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 89.1
  • −1 ≤ LogP ≤ 5 6.37
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 557.6
  • LogP ≤ 5 6.37
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 89.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC(c1ccc(N2CCNCC2)cc1)P(=O)(Oc1ccccc1)Oc1ccccc1)OCc1ccccc1
InChI 
InChI=1S/C31H32N3O5P/c35-31(37-24-25-10-4-1-5-11-25)33-30(26-16-18-27(19-17-26)34-22-20-32-21-23-34)40(36,38-28-12-6-2-7-13-28)39-29-14-8-3-9-15-29/h1-19,30,32H,20-24H2,(H,33,35)
InChIKey 
QSODOLAEJOXYRB-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)