Ligand profile

CHEMBL4448860

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P0A6G7 Formula C₂₈H₂₇N₄O₅P
pchembl 6.30 ~501.2 nM
Mol. weight 530.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4448860
UniProt (similar protein)
P0A6G7
pchembl
6.300 (~501.2 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.52 Da
LogP (Crippen) 6.27
H-bond donors 4
H-bond acceptors 6
TPSA 135.76 Ų
Rotatable bonds 10
Aromatic rings 4 / 4
Heavy atoms 38
Fraction sp³ C 0.07
Formula C₂₈H₂₇N₄O₅P

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 135.8
  • −1 ≤ LogP ≤ 5 6.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 530.5
  • LogP ≤ 5 6.27
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 135.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N=C(N)Nc1cccc(C(NC(=O)OCc2ccccc2)P(=O)(Oc2ccccc2)Oc2ccccc2)c1
InChI 
InChI=1S/C28H27N4O5P/c29-27(30)31-23-14-10-13-22(19-23)26(32-28(33)35-20-21-11-4-1-5-12-21)38(34,36-24-15-6-2-7-16-24)37-25-17-8-3-9-18-25/h1-19,26H,20H2,(H,32,33)(H4,29,30,31)
InChIKey 
YMGSNADWJKWFEJ-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)