Ligand profile

CHEMBL4536809

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₃₉H₄₉F₂N₇O₉
pchembl 6.43 ~371.5 nM
Mol. weight 797.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4536809
UniProt (similar protein)
Q2G036
pchembl
6.430 (~371.5 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 797.86 Da
LogP (Crippen) 0.99
H-bond donors 5
H-bond acceptors 9
TPSA 206.79 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 57
Fraction sp³ C 0.51
Formula C₃₉H₄₉F₂N₇O₉

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 206.8
  • −1 ≤ LogP ≤ 5 0.99
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 797.9
  • LogP ≤ 5 0.99
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 206.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(NC(=O)N[C@@H](Cc2cc(F)cc(F)c2)C(=O)N[C@@H]2C(=O)N3C[C@H](O)C[C@H]3C(=O)N(C)[C@@H](C)C(=O)N[C@@H](C)C(=O)N3C[C@@H](C)C[C@H]3C(=O)O[C@H]2C)cc1
InChI 
InChI=1S/C39H49F2N7O9/c1-19-7-9-27(10-8-19)43-39(56)44-29(14-24-12-25(40)15-26(41)13-24)34(51)45-32-23(5)57-38(55)31-11-20(2)17-47(31)35(52)21(3)42-33(50)22(4)46(6)36(53)30-16-28(49)18-48(30)37(32)54/h7-10,12-13,15,20-23,28-32,49H,11,14,16-18H2,1-6H3,(H,42,50)(H,45,51)(H2,43,44,56)/t20-,21-,22-,23-,28+,29-,30-,31-,32-/m0/s1
InChIKey 
IOWHQHMVWXAZIK-PMXNETFHSA-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)