Ligand profile

CHEMBL4549864

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₄₀H₄₈F₃N₇O₉
pchembl 6.30 ~501.2 nM
Mol. weight 827.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4549864
UniProt (similar protein)
Q2G036
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 827.86 Da
LogP (Crippen) 2.47
H-bond donors 4
H-bond acceptors 9
TPSA 195.79 Ų
Rotatable bonds 7
Aromatic rings 2 / 6
Heavy atoms 59
Fraction sp³ C 0.53
Formula C₄₀H₄₈F₃N₇O₉

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 195.8
  • −1 ≤ LogP ≤ 5 2.47
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 827.9
  • LogP ≤ 5 2.47
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 195.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1C[C@H]2C(=O)OC[C@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)Nc3ccc(OC(F)(F)F)cc3)C(=O)N3CCC[C@H]3C(=O)N3CCCC[C@H]3C(=O)N[C@@H](C)C(=O)N2C1
InChI 
InChI=1S/C40H48F3N7O9/c1-23-19-32-38(56)58-22-29(36(54)49-18-8-12-31(49)37(55)48-17-7-6-11-30(48)34(52)44-24(2)35(53)50(32)21-23)46-33(51)28(20-25-9-4-3-5-10-25)47-39(57)45-26-13-15-27(16-14-26)59-40(41,42)43/h3-5,9-10,13-16,23-24,28-32H,6-8,11-12,17-22H2,1-2H3,(H,44,52)(H,46,51)(H2,45,47,57)/t23-,24+,28+,29+,30+,31+,32+/m1/s1
InChIKey 
VVKHBDMMUSDFDW-CSGPBTBZSA-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
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)