Ligand profile

CHEMBL4553929

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₄₀H₄₇F₂N₇O₁₀
pchembl 6.50 ~316.2 nM
Mol. weight 823.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4553929
UniProt (similar protein)
Q2G036
pchembl
6.500 (~316.2 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 823.85 Da
LogP (Crippen) 1.58
H-bond donors 4
H-bond acceptors 10
TPSA 205.02 Ų
Rotatable bonds 6
Aromatic rings 2 / 7
Heavy atoms 59
Fraction sp³ C 0.53
Formula C₄₀H₄₇F₂N₇O₁₀

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 205.0
  • −1 ≤ LogP ≤ 5 1.58
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 823.9
  • LogP ≤ 5 1.58
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 205.0
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](Cc3cc(F)cc(F)c3)NC(=O)Nc3ccc4c(c3)OCO4)C(=O)N3CCC[C@H]3C(=O)N3CCCC[C@H]3C(=O)N[C@@H](C)C(=O)N2C1
InChI 
InChI=1S/C40H47F2N7O10/c1-21-12-31-39(55)57-19-28(37(53)48-11-5-7-30(48)38(54)47-10-4-3-6-29(47)35(51)43-22(2)36(52)49(31)18-21)45-34(50)27(15-23-13-24(41)16-25(42)14-23)46-40(56)44-26-8-9-32-33(17-26)59-20-58-32/h8-9,13-14,16-17,21-22,27-31H,3-7,10-12,15,18-20H2,1-2H3,(H,43,51)(H,45,50)(H2,44,46,56)/t21-,22-,27-,28-,29-,30-,31-/m0/s1
InChIKey 
UXCPBJBIENWPCS-ARMAUAIUSA-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)